LEADER 05157nam 2200601Ia 450 001 9910830455203321 005 20230829003115.0 010 $a1-280-72273-8 010 $a9786610722730 010 $a3-527-60786-2 010 $a3-527-60748-X 035 $a(CKB)1000000000376402 035 $a(EBL)482387 035 $a(OCoLC)77602103 035 $a(SSID)ssj0000108286 035 $a(PQKBManifestationID)11745619 035 $a(PQKBTitleCode)TC0000108286 035 $a(PQKBWorkID)10016656 035 $a(PQKB)11566892 035 $a(MiAaPQ)EBC482387 035 $a(EXLCZ)991000000000376402 100 $a20050523d2006 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 00$aAziridines and epoxides in organic synthesis$b[electronic resource] /$fedited by Andrei K. Yudin 210 $aWeinheim ;$aChichester $cWiley$d2006 215 $a1 online resource (516 p.) 300 $aDescription based upon print version of record. 311 $a3-527-31213-7 320 $aIncludes bibliographical references and index. 327 $aAziridines and Epoxides in Organic Synthesis; Foreword; Table of Contents; Preface; List of Contributors; 1 Asymmetric Synthesis of Epoxides and Aziridines from Aldehydes and Imines; 1.1 Introduction; 1.2 Asymmetric Epoxidation of Carbonyl Compounds; 1.2.1 Aryl, Vinyl, and Alkyl Epoxides; 1.2.1.1 Stoichiometric Ylide-mediated Epoxidation; 1.2.1.2 Catalytic Ylide-mediated Epoxidation; 1.2.1.3 Discussion of Factors Affecting Diastereo- and Enantioselectivity; 1.2.2 Terminal Epoxides; 1.2.3 Epoxy Esters, Amides, Acids, Ketones, and Sulfones; 1.2.3.1 Sulfur Ylide-mediated Epoxidation 327 $a1.2.3.2 Darzens Reaction1.2.3.3 Darzens Reactions in the Presence of Chiral Auxiliaries; 1.2.3.4 Darzens Reactions with Chiral Reagents; 1.2.3.5 Darzens Reactions with Chiral Catalysts; 1.3 Asymmetric Aziridination of Imines; 1.3.1 Aziridines Bearing Electron-withdrawing Groups: Esters and Amides; 1.3.1.1 Aza-Darzens Route; 1.3.1.2 Reactions between Imines and Carbenes; 1.3.1.3 Aziridines by Guanidinium Ylide Chemistry; 1.3.2 Aziridines Bearing Alkyl, Aryl, Propargyl, and Vinyl Groups; 1.3.2.1 Aryl, Vinyl, and Alkyl Aziridines: Stoichiometric Asymmetric Ylide-mediated Aziridination 327 $a1.3.2.2 Aryl, Vinyl, and Alkyl Aziridines: Catalytic Asymmetric Ylide-mediated Aziridination1.4 Summary and Outlook; References; 2 Vinylaziridines in Organic Synthesis; 2.1 Introduction; 2.2 Direct Synthesis of Vinylaziridines [1]; 2.2.1 Addition of Nitrene to Dienes; 2.2.2 Addition of Allylic Ylides and Related Reagents to Imines; 2.2.3 Cyclization of Amino Alcohols and Related Compounds; 2.2.4 Cyclization of Amino Allenes; 2.2.5 Aziridination of ?,?-unsaturated Oximes and Hydrazones; 2.3 Ring-opening Reactions with Nucleophiles; 2.3.1 Hydride Reduction 327 $a2.3.2 Organocopper-mediated Alkylation2.3.3 Reactions with Oxygen Nucleophiles; 2.3.4 Reactions with Other Nucleophiles; 2.4 Isomerization Including Rearrangement; 2.4.1 Aza-[3,3]-Claisen Rearrangement; 2.4.2 Pyrroline Formation; 2.4.3 Aza-[2,3]-Wittig Rearrangement; 2.4.4 Hydrogen Shift; 2.4.5 Rearrangement with an Aryl Group on the Aziridine Carbon; 2.4.6 Epimerization; 2.5 Cycloaddition; 2.5.1 Cycloadditions of Isocyanates and Related Compounds; 2.5.2 Carbonylative Ring-expansion to Lactams; 2.6 Electron Transfer to Vinylaziridines; 2.7 Conclusions; References 327 $a3 Asymmetric Syntheses with Aziridinecarboxylate and Aziridinephosphonate Building Blocks3.1 Introduction; 3.2 Preparation of Aziridine-2-carboxylates and Aziridine-2-phosphonates; 3.2.1 Preparation of Aziridine-2-carboxylates; 3.2.1.1 Cyclization of Hydroxy Amino Esters; 3.2.1.2 Cyclization of Hydroxy Azido Esters; 3.2.1.3 Cyclization of ?-Halo- and ?-Sulfonyloxy-?-amino Esters and Amides; 3.2.1.4 Aziridination of ?,?-unsaturated Esters; 3.2.1.5 Aziridination of Imines; 3.2.1.6 Aziridination of Aldehydes; 3.2.1.7 2-Carboxylation of Aziridines 327 $a3.2.1.8 Resolution of Racemic Aziridine-2-carboxylates 330 $aAziridines and epoxides are among the most widely used intermediates in organic synthesis, acting as precursors to complex molecules due to the strains incorporated in their skeletons. Besides their importance as reactive intermediates, many biologically active compounds also contain these three-membered rings.Filling a gap in the literature, this clearly structured book presents the much needed information in a compact and concise way. The renowned editor has succeeded in gathering together excellent authors to cover synthesis, applications, and the biological aspects in equal depth.D 606 $aEpoxy compounds 606 $aOrganic compounds$xSynthesis 615 0$aEpoxy compounds. 615 0$aOrganic compounds$xSynthesis. 676 $a547.2 701 $aYudin$b Andrei K$01621371 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910830455203321 996 $aAziridines and epoxides in organic synthesis$93954616 997 $aUNINA