LEADER 05574nam 2200721 450 001 9910830570903321 005 20230422044833.0 010 $a1-281-84249-4 010 $a9786611842499 010 $a3-527-61390-0 010 $a3-527-61391-9 035 $a(CKB)1000000000376616 035 $a(EBL)482123 035 $a(OCoLC)291092527 035 $a(SSID)ssj0000221188 035 $a(PQKBManifestationID)11219088 035 $a(PQKBTitleCode)TC0000221188 035 $a(PQKBWorkID)10179376 035 $a(PQKB)11079357 035 $a(SSID)ssj0001697969 035 $a(PQKBManifestationID)16548383 035 $a(PQKBTitleCode)TC0001697969 035 $a(PQKBWorkID)15067048 035 $a(PQKB)25128618 035 $a(MiAaPQ)EBC482123 035 $a(EXLCZ)991000000000376616 100 $a20160819h19991999 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 10$aPhosphorus ylides $echemistry and application in organic synthesis /$fOleg I. Kolodiazhnyi 210 1$aWeinheim, [Germany] :$cWiley-VCH,$d1999. 210 4$dİ1999 215 $a1 online resource (569 p.) 300 $aDescription based upon print version of record. 311 $a3-527-29531-3 320 $aIncludes bibliographical references at the end of each chapters and index. 327 $aPhosphorus Ylides; Contents; 1 Introduction; 1.1 Historiography; 1.2 Types of Phosphorus Ylides and Structure of Book; 1.3 Nornenclature; References; 2 C,P-Carbo-Substituted Phosphorus Ylides; 2.1 Introduction; 2.1.1 Types of C,P-Carbo-Substituted Posphorus Ylides; 2.2 Preparation; 2.2.1 Synthesis from Phosphonium Salts; 2.2.1.1 Dehydrohalogenation of Phosphonium Salts; 2.2.1.2 Synthesis from a-Silyl and a-Stannyl-Substituted Phosphonium Salts; 2.2.1.3 Preparation in Heterogeneous Media; 2.2.1.4 Electrochemical Method; 2.2.1.5 Ultrasound; 2.2.2 Modification of Simple Phosphorus Ylides 327 $a2.2.2.1 Acylation2.2.2.2 Alkylation; 2.2.2.3 Arylation; 2.2.3 Addition of Tertiary Phosphines to Compounds Containing Multiple Bonds; 2.2.3.1 Alkenes; 2.2.3.2 Alkynes; 2.2.4 Reaction of Tetracoordinatc Phosphorus Compounds with Multiple-Bonded Compounds; 2.2.5 Modification of the Side-Chain; 2.2.6 Miscellaneous Methods; 2.2.6.1 Formation from Carbenes; 2.2.6.2 Phosphorylation of Cornpounds with an Active Methylene Group; 2.3 Chemical Properties; 2.3.1 Stability; 2.3.2 Transformations Accompanied by Cleavage of the P=C Bond; 2.3.2.1 Thermolysis; 2.3.2.2 Photolysis 327 $a2.3.2.3 Oxidation-Industrial Synthesis of B-Carotene2.3.2.4 Reactions with Elemental Sulfur and Selenium; 2.3.2.5 Reduction; 2.3.3.6 Hydrolysis of Ylides; 2.3.2.7 Applications in Organic Synthesis; 2.3.3 Substitution at the Ylidic Carbon Atom; 2.3.3.1 Reactions with Alkylation Reagents; 2.3.3.2 Reactions with Acylation Reagents; 2.3.3.3 Examples in Natural Compound Synthesis; 2.3.4 Reactions with Compounds Containing Multiple Bonds; 2.3.4.1 Compounds Containing Carbon-Carbon Multiple Bonds; 2.3.4.2 Reactions with Compounds Containing Carbon-Heteroatom or Heteroatom-Heteroatom Multiple Bonds 327 $a2.3.5 Reactions with 1,3-Dipolar Compounds. Synthesis of Heterocyclic Systems2.3.5.1 Reaction with Aziridines and Azomethine Ylides-Synthesis of Pyrrolines; 2.3.5.2 Oxides of Azomethines; 2.3.5.3 Azides-Synthesis of 1,2, 3-Triazoles; 2.3.5.4 Reaction with Nitrile Oxides. Nitrilimines and Nitrilylides - Synthesis of Pyrazoles and Isoxazoles; References; 3 Cumulene Ylides; 3.1 Introduction; 3.1.1 The Structure of Phosphacumulene Ylides; 3.2 Phosphaketene Ylides; 3.2.1 Chemical Properties; 3.2.2 Dimerization; 3.2.3 Addition of Compounds Bearing a Mobile Hydrogen Atom 327 $a3.2.4 [2+2] Cycloaddition Reactions3.2.5 1,3-Dipolar Addition Reactions; 3.2.6 [4+2]-Cycloaddition Reactions; 3.2.7 Miscellaneous Reactions; 3.3 Phosphaketeneacetal Ylides; 3.4 Phosphaallene Ylides and Phosphacumulene Ylides; 3.5 Application in Natural Product Synthesis; 3.6 Carbodiphophoranes; 3.6.1 Structural Studies of Carbodiphosphoranes; References; 4 C-Heterosubstituted Phosphorus Ylides; 4.1 Introduction; 4.2 Phosphorus Ylides Substituted on the a-Carbon by Atoms of Element Groups I-IV; 4.2.1 Ylides Containing Group 1A and IIA Elements; 4.2.2 Ylides Containing Group IIIA Elements 327 $a4.2.3 Ylides Containing Group IVA Elements 330 $aWhen Wittig first developed and described phosphorus ylides, nobody could have imagined how useful and versatile this class of compounds could be. This book provides a comprehensive and up-to-date compilation of the chemistry and applications of phosphorus ylides in organic synthesis. The ylides are discussed as reagents in the synthesis of a broad range of substances, amongst them olefins, acetylenes, cyclic and heterocyclic compounds, in such naturally occurring compounds as pheromones, steroids and carotenoids, and pharmaceutically and biologically active compounds such as antibiotics and p 606 $aYlides 606 $aOrganophosphorus compounds 606 $aOrganophosphorus compounds$xSynthesis 615 0$aYlides. 615 0$aOrganophosphorus compounds. 615 0$aOrganophosphorus compounds$xSynthesis. 676 $a547.05 676 $a547.07 676 $a547.070459 700 $aKolodiazhnyi$b Oleg I.$0542845 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910830570903321 996 $aPhosphorus ylides$92230624 997 $aUNINA