LEADER 05371nam 2200673 a 450 001 9910826359203321 005 20240313205821.0 010 $a1-118-60475-X 010 $a1-118-60474-1 035 $a(CKB)2670000000353819 035 $a(EBL)1183917 035 $a(OCoLC)829239956 035 $a(SSID)ssj0000873175 035 $a(PQKBManifestationID)11496144 035 $a(PQKBTitleCode)TC0000873175 035 $a(PQKBWorkID)10866143 035 $a(PQKB)11378557 035 $a(MiAaPQ)EBC1183917 035 $a(Au-PeEL)EBL1183917 035 $a(CaPaEBR)ebr10695404 035 $a(CaONFJC)MIL895513 035 $a(PPN)224602039 035 $a(EXLCZ)992670000000353819 100 $a20150303d2013 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 00$aStereoselective organocatalysis $ebond formation methodologies and activation modes /$fedited by Ramo?n Ri?os Torres 205 $a1st ed. 210 $aHoboken, N.J. $cWiley$dc2013 215 $a1 online resource (676 p.) 300 $aDescription based upon print version of record. 311 $a1-118-20353-4 320 $aIncludes bibliographical references and index. 327 $aSTEREOSELECTIVE ORGANOCATALYSIS: Bond Formation Methodologies and Activation Modes; CONTENTS; PREFACE; CONTRIBUTORS; 1. INTRODUCTION: A HISTORICAL POINT OF VIEW; REFERENCES; 2. ACTIVATION MODES IN ASYMMETRIC ORGANOCATALYSIS; 2.1. INTRODUCTION; 2.2. COVALENT ORGANOCATALYSIS; 2.2.1. Aminocatalysis; 2.2.2. Carbene Catalysis; 2.2.3. Lewis Base Organocatalysis; 2.3. NONCOVALENT ORGANOCATALYSIS; 2.3.1. Hydrogen-Bonding Activation; 2.3.2. Brønsted Base and Bifunctional Catalysis; 2.3.3. Phase-Transfer and Asymmetric Countercation-Directed Catalysis; NOTE ADDED IN PROOF; ACKNOWLEDGMENTS; REFERENCES 327 $a3. C-C BOND FORMATION BY ALDOL REACTION3.1. INTRODUCTION; 3.2. INTRAMOLECULAR ALDOL REACTIONS; 3.3. KETONES AS DONORS; 3.3.1. ?-Hydroxy Ketones; 3.3.2. Aldols with Two Stereogenic Centers Formed in the Aldol Reaction; 3.4. ALDEHYDES AS DONORS: CROSS-ALDOL REACTION; 3.4.1. Aldols with Two Stereogenic Centers Formed in the Cross-Aldol Reaction; 3.5. KETONE-KETONE; 3.5.1. Tertiary b-Hydroxy Ketones; 3.5.2. Anti-Aldols with a Quaternary Stereocenter; 3.5.3. syn-Aldols with a Quaternary Stereocenter; 3.6. OTHER CATALYSTS; 3.7. BRØNSTED ACID-CATALYZED ASYMMETRIC ALDOL REACTION; 3.8. CONCLUSIONS 327 $aREFERENCES4. EXAMPLES OF METAL-FREE DIRECT CATALYTIC ASYMMETRIC MANNICH-TYPE REACTIONS USING AMINOCATALYSIS; 4.1. INTRODUCTION; 4.2. METAL-FREE CATALYSIS; 4.3. CONCLUSION; REFERENCES AND NOTES; 5. C-C BOND FORMATION BY MICHAEL REACTION; 5.1. INTRODUCTION; 5.2. SIMPLE SUBSTRATES; 5.2.1. Michael Addition of Aldehydes; 5.2.2. Michael Addition of Ketones; 5.2.3. Michael Addition of Nitroalkanes; 5.2.4. Michael Addition of Activated Methylenes; 5.3. SPECIAL SCAFFOLD; 5.3.1. Oxindoles; 5.3.2. Benzofuran-2(3H)-ones; 5.3.3. Oxazolones; 5.3.4. Nitro-ethenamine; 5.3.5. ?-Carbonyl Heteroaryl Sulfones 327 $a5.4. NEW APPROACH5.4.1. Intramolecular Michael Reaction; 5.4.2. Mukaiyama-Michael Reactions; 5.4.3. Desymmetric Michael Reactions; 5.4.4. Direct Vinylogous Michael Reactions; 5.5. MISCELLANEOUS; 5.6. CONCLUSION; REFERENCES; 6. C-C BOND FORMATION BY DIELS-ALDER AND OTHER PERICYCLIC REACTIONS; 6.1. INTRODUCTION; 6.2. DIELS-ALDER REACTIONS; 6.3. HETERO-DIELS-ALDER REACTIONS; 6.4. [3+2] CYCLOADDITION REACTIONS; 6.5. [2+2] CYCLOADDITION REACTIONS; 6.6. ELECTROCYCLIZATIONS; 6.7. SIGMATROPIC REACTIONS; 6.8. ENE REACTIONS; 6.9. OUTLOOK; REFERENCES 327 $a7. N-HETEROCYCLIC CARBENE-CATALYZED C-C BOND FORMATION7.1. INTRODUCTION; 7.2. BENZOIN CONDENSATION OF ALDEHYDES; 7.2.1. Self-Benzoin Condensation; 7.2.2. Cross-Benzoin Reaction; 7.2.3. Aza-Cross-Benzoin Reaction; 7.3. STETTER REACTION OF ALDEHYDES; 7.3.1. Intramolecular Stetter Reaction; 7.3.2. Intermolecular Stetter Reaction; 7.4. CROSS-COUPLING REACTIONS OF ALDEHYDES WITH ACTIVATED HALIDES; 7.5. REACTION OF SILYLATED REAGENTS; 7.6. REARRANGEMENT OF ENOL ESTERS; 7.7. REACTIONS OF MICHAEL ACCEPTORS; 7.8. MICHAEL ADDITIONS; 7.9. EXTENDED UMPOLUNG OF FUNCTIONALIZED ALDEHYDES 327 $a7.10. FORMAL CYCLOADDITIONS OF KETENES 330 $aSets forth an important group of environmentally friendly organic reactions With contributions from leading international experts in organic synthesis, this book presents all the most important methodologies for stereoselective organocatalysis, fully examining both the activation mode as well as the type of bond formed. Clear explanations guide researchers through all the most important methods used to form key chemical bonds, including carbon-carbon (C-C), carbon-nitrogen (C-N), and carbon-halogen (C-X) bonds. Moreover, readers will discover how the use of non-metallic catalys 606 $aCatalysis 606 $aChemistry, Organic 606 $aStereochemistry 615 0$aCatalysis. 615 0$aChemistry, Organic. 615 0$aStereochemistry. 676 $a547/.215 686 $aSCI013040$2bisacsh 701 $aRi?os Torres$b Ramo?n$0863527 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910826359203321 996 $aStereoselective organocatalysis$94099688 997 $aUNINA