{"product_id":"stereoselective-multiple-bondforming-transformations-in-organic-synthesis-9781118672716","title":"Stereoselective Multiple BondForming","description":"\u003cb\u003eBook Synopsis\u003c\/b\u003e\u003cbr\u003eCombining the important research topic of multiple bond-forming transformations with green chemistry, this book helps chemists identify recent sustainable stereoselective synthetic sequences.\u003cbr\u003e \u003cbr\u003e  Combines the important research topic of multiple bond-forming transformations with green chemistry and sustainable development\u003cbr\u003e  Offers a valuable resource for preparing compounds with multiple stereogenic centers, an important field for synthetic chemists\u003cbr\u003e  Organizes chapters by molecular structure of final products, making for a handbook-style resource\u003cbr\u003e  Discusses applications of the synthesis of natural products and of drug intermediates\u003cbr\u003e  Brings together otherwise-scattered information about a number of key, efficient chemical reactions\u003cbr\u003e\u003cbr\u003e\u003cb\u003eTable of Contents\u003c\/b\u003e\u003cbr\u003e\u003cp\u003eList of Contributors xiii\u003c\/p\u003e \u003cp\u003eForeword xvii\u003c\/p\u003e \u003cp\u003ePreface xix\u003c\/p\u003e \u003cp\u003e\u003cb\u003e1 Definitions and Classifications of MBFTs 1\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eDamien Bonne and Jean Rodriguez\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e1.1 Introduction 1\u003c\/p\u003e \u003cp\u003e1.2 Definitions 4\u003c\/p\u003e \u003cp\u003e1.3 Conclusion and Outlook 6\u003c\/p\u003e \u003cp\u003eReferences 7\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART I STEREOSELECTIVE SYNTHESIS OF HETEROCYCLES 9\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003cb\u003e2 Five-Membered Heterocycles 11\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eHanmin Huang and Pan Xie\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e2.1 Introduction 11\u003c\/p\u003e \u003cp\u003e2.2 Monocyclic Targets 12\u003c\/p\u003e \u003cp\u003e2.2.1 1,3-Dipolar Cycloaddition 12\u003c\/p\u003e \u003cp\u003e2.2.2 Michael Addition-Initiated Domino Process 20\u003c\/p\u003e \u003cp\u003e2.2.3 Multicomponent Reactions 23\u003c\/p\u003e \u003cp\u003e2.2.4 Carbohalogenation Reactions 26\u003c\/p\u003e \u003cp\u003e2.2.5 Radical Processes 26\u003c\/p\u003e \u003cp\u003e2.3 Fused Polycyclic Targets 28\u003c\/p\u003e \u003cp\u003e2.3.1 Cycloaddition Reactions 28\u003c\/p\u003e \u003cp\u003e2.3.2 Domino Cyclization Reactions 32\u003c\/p\u003e \u003cp\u003e2.4 Bridged Polycyclic Targets 34\u003c\/p\u003e \u003cp\u003e2.5 Conclusion and Outlook 36\u003c\/p\u003e \u003cp\u003eReferences 37\u003c\/p\u003e \u003cp\u003e\u003cb\u003e3 Six-Membered Heterocycles 45\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eGiammarco Tenti, M. Teresa Ramos, and J. Carlos Menéndez\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e3.1 Introduction 45\u003c\/p\u003e \u003cp\u003e3.2 Monocyclic Targets 47\u003c\/p\u003e \u003cp\u003e3.2.1 Nitrogen-Only Heterocycles 47\u003c\/p\u003e \u003cp\u003e3.2.2 Oxygen-Containing Heterocycles 58\u003c\/p\u003e \u003cp\u003e3.3 Fused Polycyclic Targets 62\u003c\/p\u003e \u003cp\u003e3.3.1 Nitrogen-Only Fused Polycyclic Targets 62\u003c\/p\u003e \u003cp\u003e3.3.2 Oxygen-Containing Fused Polycyclic Targets 70\u003c\/p\u003e \u003cp\u003e3.3.3 Sulfur-Containing Fused Polycyclic Targets 74\u003c\/p\u003e \u003cp\u003e3.4 Bridged Polycyclic Targets 74\u003c\/p\u003e \u003cp\u003e3.4.1 General Procedure for the Preparation of 2,6-DABCO-Derived Compounds 138 76\u003c\/p\u003e \u003cp\u003e3.5 Polycyclic Spiro Targets 77\u003c\/p\u003e \u003cp\u003e3.6 Summary and Outlook 79\u003c\/p\u003e \u003cp\u003eReferences 79\u003c\/p\u003e \u003cp\u003e\u003cb\u003e4 Other Heterocycles 87\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eQian Wang and Jieping Zhu\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e4.1 Introduction 87\u003c\/p\u003e \u003cp\u003e4.2 Synthesis of Medium-Sized Monocyclic, Fused and Bridged Polycyclic Heterocycles 88\u003c\/p\u003e \u003cp\u003e4.2.1 Ring Synthesis by Ring Transformation via Rearrangements\/Ring Expansions 88\u003c\/p\u003e \u003cp\u003e4.2.2 Ring Synthesis by Annulation 99\u003c\/p\u003e \u003cp\u003e4.3 Summary and Outlook 109\u003c\/p\u003e \u003cp\u003eReferences 109\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART II STEREOSELECTIVE SYNTHESIS OF CARBOCYCLES 115\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003cb\u003e5 Three- and Four-Membered Carbocycles 117\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eRenata Marcia de Figueiredo, Gilles Niel, and Jean-Marc Campagne\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e5.1 Introduction 117\u003c\/p\u003e \u003cp\u003e5.2 Cyclopropane Derivatives 118\u003c\/p\u003e \u003cp\u003e5.2.1 Organocatalysis and Related Reactions [Michael-Initiated Ring-Closure (MIRC) Reactions] 118\u003c\/p\u003e \u003cp\u003e5.2.2 Organometallics and Metal Catalysis 123\u003c\/p\u003e \u003cp\u003e5.2.3 Lewis Acid-Promoted Sequences 133\u003c\/p\u003e \u003cp\u003e5.2.4 Pericyclic Domino Strategies 134\u003c\/p\u003e \u003cp\u003e5.2.5 Radical Domino Strategies 135\u003c\/p\u003e \u003cp\u003e5.3 Cyclobutane Derivatives 136\u003c\/p\u003e \u003cp\u003e5.3.1 Organocatalyzed Cyclobutanations 136\u003c\/p\u003e \u003cp\u003e5.3.2 Organometallics and Metal Catalysis 137\u003c\/p\u003e \u003cp\u003e5.3.3 Acid- or Base-Promoted Transformations 143\u003c\/p\u003e \u003cp\u003e5.3.4 Multicomponent Reactions (MCRs) 145\u003c\/p\u003e \u003cp\u003e5.4 Summary and Outlook 146\u003c\/p\u003e \u003cp\u003eReferences 146\u003c\/p\u003e \u003cp\u003e\u003cb\u003e6 Five-Membered Carbocycles 157\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eVijay Nair and Rony Rajan Paul\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e6.1 Introduction 157\u003c\/p\u003e \u003cp\u003e6.2 Monocyclic Targets 158\u003c\/p\u003e \u003cp\u003e6.2.1 Metal-Catalyzed Reactions 158\u003c\/p\u003e \u003cp\u003e6.2.2 Organocatalytic Reactions 158\u003c\/p\u003e \u003cp\u003e6.2.3 Miscellaneous Reactions 167\u003c\/p\u003e \u003cp\u003e6.3 Fused Polycyclic Targets 169\u003c\/p\u003e \u003cp\u003e6.3.1 Metal-Catalyzed Reactions 169\u003c\/p\u003e \u003cp\u003e6.3.2 Organocatalytic Reactions 170\u003c\/p\u003e \u003cp\u003e6.3.3 Lewis Acid-Catalyzed Reactions 172\u003c\/p\u003e \u003cp\u003e6.3.4 Miscellaneous Reactions 173\u003c\/p\u003e \u003cp\u003e6.4 Bridged Polycyclic Targets 176\u003c\/p\u003e \u003cp\u003e6.5 Conclusion and Outlook 178\u003c\/p\u003e \u003cp\u003eReferences 179\u003c\/p\u003e \u003cp\u003e\u003cb\u003e7 Stereoselective Synthesis of Six-Membered Carbocycles 185\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eMuriel Amatore, Corinne Aubert, Marion Barbazanges, Marine Desage-El Murr, and Cyril Ollivier\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e7.1 Introduction 185\u003c\/p\u003e \u003cp\u003e7.2 Metal-Catalyzed Stereoselective Multiple Bond-Forming Transformations 186\u003c\/p\u003e \u003cp\u003e7.2.1 Introduction 186\u003c\/p\u003e \u003cp\u003e7.2.2 Cycloadditions 186\u003c\/p\u003e \u003cp\u003e7.2.3 Metal-Catalyzed Cascades as Formal [2+2+2] Cycloadditions 191\u003c\/p\u003e \u003cp\u003e7.2.4 Metal-Catalyzed Cycloisomerization Cascades 192\u003c\/p\u003e \u003cp\u003e7.3 Enantioselective Organocatalyzed Synthesis of Six-Membered Rings 195\u003c\/p\u003e \u003cp\u003e7.3.1 Organocatalyzed Miscellaneous Reactions 195\u003c\/p\u003e \u003cp\u003e7.3.2 Organocatalyzed Cascade and Multicomponent Reactions 197\u003c\/p\u003e \u003cp\u003e7.3.3 Polycyclization Cascade Reactions 201\u003c\/p\u003e \u003cp\u003e7.4 Stereoselective Multiple Bond-Forming Radical Transformations 202\u003c\/p\u003e \u003cp\u003e7.4.1 Intermolecular Cascade Reactions 202\u003c\/p\u003e \u003cp\u003e7.4.2 Intramolecular Cascade Reactions 203\u003c\/p\u003e \u003cp\u003e7.5 Conclusions 204\u003c\/p\u003e \u003cp\u003eReferences 205\u003c\/p\u003e \u003cp\u003e\u003cb\u003e8 Seven- and Eight-Membered Carbocycles 211\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eGérard Buono, Hervé Clavier, Laurent Giordano, and Alphonse Tenaglia\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e8.1 Introduction 211\u003c\/p\u003e \u003cp\u003e8.2 Cycloheptenes 212\u003c\/p\u003e \u003cp\u003e8.3 Cycloheptadienes 219\u003c\/p\u003e \u003cp\u003e8.4 Cycloheptatrienes 221\u003c\/p\u003e \u003cp\u003e8.5 Cyclooctenes 222\u003c\/p\u003e \u003cp\u003e8.6 Cyclooctadienes 225\u003c\/p\u003e \u003cp\u003e8.7 Cyclooctatrienes 229\u003c\/p\u003e \u003cp\u003e8.8 Cyclooctatetraenes 234\u003c\/p\u003e \u003cp\u003e8.9 Concluding Remarks 235\u003c\/p\u003e \u003cp\u003eReferences 235\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePARTIII STEREOSELECTIVE SYNTHESIS OF SPIROCYCLIC COMPOUNDS 241\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003cb\u003e9 Metal-Assisted Methodologies 243\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eGaëlle Chouraqui, Laurent Commeiras, and Jean-Luc Parrain\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e9.1 Introduction 243\u003c\/p\u003e \u003cp\u003e9.2 Quaternary Spirocenter 244\u003c\/p\u003e \u003cp\u003e9.2.1 Copper-Assisted Methodologies 245\u003c\/p\u003e \u003cp\u003e9.2.2 Gold-Assisted Methodologies 247\u003c\/p\u003e \u003cp\u003e9.2.3 Palladium-Assisted Methodologies 247\u003c\/p\u003e \u003cp\u003e9.2.4 Rhodium-Assisted Methodologies 251\u003c\/p\u003e \u003cp\u003e9.2.5 Platinum-Assisted Methodologies 252\u003c\/p\u003e \u003cp\u003e9.3 α-Heteroatom-Substituted Spirocenter 252\u003c\/p\u003e \u003cp\u003e9.3.1 Zinc-, Magnesium-, and Copper-Assisted Methodologies 253\u003c\/p\u003e \u003cp\u003e9.3.2 Titanium-Assisted Methodologies 254\u003c\/p\u003e \u003cp\u003e9.3.3 Gold- and Platinum-Assisted Methodologies 255\u003c\/p\u003e \u003cp\u003e9.3.4 Palladium-Assisted Methodologies 258\u003c\/p\u003e \u003cp\u003e9.3.5 Rhodium-Assisted Methodologies 259\u003c\/p\u003e \u003cp\u003e9.4 α,α′-Diheteroatom-Substituted Spirocenter 261\u003c\/p\u003e \u003cp\u003e9.5 Conclusion and Outlook 264\u003c\/p\u003e \u003cp\u003eReferences 265\u003c\/p\u003e \u003cp\u003e\u003cb\u003e10 Organocatalyzed Methodologies 271\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eRamon Rios\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e10.1 Introduction 271\u003c\/p\u003e \u003cp\u003e10.2 Enantioselective Synthesis of All-Carbon Spirocenters 275\u003c\/p\u003e \u003cp\u003e10.2.1 Organocatalytic Enantioselective Methodologies for the Synthesis of Spirooxindoles 275\u003c\/p\u003e \u003cp\u003e10.2.2 Other Spirocycles 292\u003c\/p\u003e \u003cp\u003e10.3 Enantioselective Synthesis Spirocenters with at Least One Heteroatom 299\u003c\/p\u003e \u003cp\u003e10.3.1 Synthesis of Spirooxindoles 299\u003c\/p\u003e \u003cp\u003e10.3.2 Synthesis of Other Spirocycles 301\u003c\/p\u003e \u003cp\u003e10.4 Conclusion and Outlook 301\u003c\/p\u003e \u003cp\u003eReferences 302\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePARTIV STEREOSELECTIVE SYNTHESIS OF ACYCLIC COMPOUNDS 307\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003cb\u003e11 Metal-Catalyzed Methodologies 309\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eGabriela Guillena and Diego J. Ramón\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e11.1 Introduction 309\u003c\/p\u003e \u003cp\u003e11.2 Anion Relay Approach 310\u003c\/p\u003e \u003cp\u003e11.3 Mannich Reaction 312\u003c\/p\u003e \u003cp\u003e11.3.1 Diastereoselective Approach 312\u003c\/p\u003e \u003cp\u003e11.3.2 Enantioselective Approach 312\u003c\/p\u003e \u003cp\u003e11.4 Reactions Involving Isonitriles 314\u003c\/p\u003e \u003cp\u003e11.4.1 Diastereoselective Passerini Reaction 314\u003c\/p\u003e \u003cp\u003e11.4.2 Enantioselective Passerini Reaction 315\u003c\/p\u003e \u003cp\u003e11.4.3 Diastereoselective Ugi Reaction 316\u003c\/p\u003e \u003cp\u003e11.5 1,2-Addition-Type Processes 317\u003c\/p\u003e \u003cp\u003e11.5.1 Diastereoselective Approach 317\u003c\/p\u003e \u003cp\u003e11.5.2 Enantioselective Approach 320\u003c\/p\u003e \u003cp\u003e11.6 Michael-Type Processes 324\u003c\/p\u003e \u003cp\u003e11.6.1 Diastereoselective Approach 324\u003c\/p\u003e \u003cp\u003e11.6.2 Enantioselective Approach 327\u003c\/p\u003e \u003cp\u003e11.7 Summary and Outlook 331\u003c\/p\u003e \u003cp\u003eReferences 332\u003c\/p\u003e \u003cp\u003e\u003cb\u003e12 Organocatalyzed Methodologies 339\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003ci\u003eVincent Coeffard, Christine Greck, Xavier Moreau, and Christine Thomassigny\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e12.1 Introduction 339\u003c\/p\u003e \u003cp\u003e12.2 Aminocatalysis 340\u003c\/p\u003e \u003cp\u003e12.2.1 Enamine–Enamine Activation 340\u003c\/p\u003e \u003cp\u003e12.2.2 Iminium–Enamine Activation 343\u003c\/p\u003e \u003cp\u003e12.3 N-Heterocyclic Carbene (NHC) Activation 353\u003c\/p\u003e \u003cp\u003e12.4 H-Bonding Activation 357\u003c\/p\u003e \u003cp\u003e12.5 Phase-Transfer Catalysis 358\u003c\/p\u003e \u003cp\u003e12.6 Summary and Outlook 359\u003c\/p\u003e \u003cp\u003eReferences 359\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART V MULTIPLE BOND-FORMING TRANSFORMATIONS: SYNTHETIC APPLICATIONS 363\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003cb\u003e13 MBFTs for the Total Synthesis of Natural Products 365\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eYanxing Jia\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e13.1 Introduction 365\u003c\/p\u003e \u003cp\u003e13.2 Anionic-Initiated MBFTs 366\u003c\/p\u003e \u003cp\u003e13.3 Cationic-Initiated MBFTs 371\u003c\/p\u003e \u003cp\u003e13.4 Radical-Mediated MBFTs 375\u003c\/p\u003e \u003cp\u003e13.5 Pericyclic MBFTs 379\u003c\/p\u003e \u003cp\u003e13.6 Transition-Metal-Catalyzed MBFTs 385\u003c\/p\u003e \u003cp\u003e13.7 Summary and Outlook 388\u003c\/p\u003e \u003cp\u003eReferences 390\u003c\/p\u003e \u003cp\u003e\u003cb\u003e14 Synthesis of Biologically Relevant Molecules 393\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eMatthijs J. van Lint, Eelco Ruijter, and Romano V.A. Orru\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e14.1 Introduction 393\u003c\/p\u003e \u003cp\u003e14.2 Organocatalyzed MBFTs for BRMs 394\u003c\/p\u003e \u003cp\u003e14.3 Multicomponent MBFTs for BRMs 404\u003c\/p\u003e \u003cp\u003e14.4 Palladium-Catalyzed MBFTs for BRMs 413\u003c\/p\u003e \u003cp\u003e14.5 Conclusion and Outlook 418\u003c\/p\u003e \u003cp\u003eReferences 419\u003c\/p\u003e \u003cp\u003e\u003cb\u003e15 Industrial Applications of Multiple Bond-Forming Transformations (MBFTs) 423\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003ci\u003eTryfon Zarganes-Tzitzikas, Ahmad Yazbak, Alexander Dömling\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e15.1 Introduction 423\u003c\/p\u003e \u003cp\u003e15.2 Applications of MBFTs 424\u003c\/p\u003e \u003cp\u003e15.2.1 Xylocaine 424\u003c\/p\u003e \u003cp\u003e15.2.2 Almorexant 424\u003c\/p\u003e \u003cp\u003e15.2.3 (−)-Oseltamivir (Tamiflu®) 427\u003c\/p\u003e \u003cp\u003e15.2.4 Telaprevir (Incivek®) 429\u003c\/p\u003e \u003cp\u003e15.2.5 Ezetimibe (Zetia®) 431\u003c\/p\u003e \u003cp\u003e15.2.6 Crixivan (Indinavir®) 433\u003c\/p\u003e \u003cp\u003e15.2.7 Oxytocine Antagonists: Retosiban and Epelsiban 436\u003c\/p\u003e \u003cp\u003e15.2.8 Praziquantel (Biltricide®) 439\u003c\/p\u003e \u003cp\u003e15.3 Summary and Outlook 442\u003c\/p\u003e \u003cp\u003eReferences 442\u003c\/p\u003e \u003cp\u003eIndex 447\u003c\/p\u003e","brand":"John Wiley \u0026 Sons Inc","offers":[{"title":"Default Title","offer_id":49406902993239,"sku":"9781118672716","price":128.2,"currency_code":"GBP","in_stock":true}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/0817\/1739\/5799\/files\/9781118672716.jpg?v=1730497502","url":"https:\/\/bookcurl.com\/products\/stereoselective-multiple-bondforming-transformations-in-organic-synthesis-9781118672716","provider":"Book Curl","version":"1.0","type":"link"}