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    27 views392 pages

    B-Reaction Mechanisms in Organnic Synthesis Prachas (2009) PDF

    Uploaded by

    Khairunnisah Siagian

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    © All Rights Reserved
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    CEL Reaction Mechanisms in Organic Synthesis Postgraduate Chemistry Series A series designed to provide a broad understanding of sekcted growth areas of chemistry at postgraduate student and research level Volumes concentrate on material in advance of 4 normal undergraduate text, although the relevant background toa subject i included, ‘Key discoveries and tends in current research ae highlighted, and volumes are extensively referenced and cross-referenced, Detailed and effective incexes are an important feature of the series In some universities, the serie wil also serveas valuable reference for inal year honours students, Editorial Board Professor James Coxon (Editor-in-Chief), Departmen: of Chemis Canterbury, New Zealand Professor Pat Bailey, Department of Chemistry, University of Manchest, UK Professor Les Fed, School of Chemistry, University of New South Wales, Sydney, Australia Professor Dr John Gladys Institut fir Organische Chemie, Universitit Erlangen-Nurnberg, Germany Professor Philip Parsons, School of Chemistry, Physics and Environmental Science, University of Sussex, UK Professor Peter Stang, Department of Chemistry; Universiy of Utah, USA, 1 University of Titles in the Series Protecting Groups in Organic Synthesis James R, Hanson Organic Synthesis with Carbohydrates 6Geert-Jn Bons and Kar J. Hale Organic Synthesis Using Tanstion Metals Roderick Bates Stoichiometric Asymmetric Syatesis ‘Mark Rizzacasa and Michael Perkins Catalysis in Asymmetric Synthesis (Second Edition) Vittorio Caprio and Jonathan MJ. Williams Photochemistry of Organic Compounds: From Concepts to Practice Pete Kn and Jakob Wirz Practical Biotransormations Gideon Grogan Reaction Mechanisms in Organic Synthesis Rakesh Kumar Parashar Reader, Chemistry Department, Kirori Mal College, University of Delhi, India WILEY Ths edn is pba 008 ‘200 Rakesh Kon Pathe "hl Pabiog wat apie by ft Wiley & Soot in February 27 Bll pushing programme Tas been ered ah ey lea Seni, Teche and Mee basins fr Whe Race Regier fie Sohn Wie an Sons nd, The Ati, Souther ate Chih, Wes Sester,POI9 80, Unt Kingdom ii oes $00 Garogon Ros, Onto OR 200, Une Kings 211 Ste en, Aes ws 03-890, USK Fo dea fo glob ei os for camer srvie ad formation bor ho apf eon ee te cpr ths bok pi ur wees eyo ey ake ‘Theriot stort beidntied athe ator of his woo hat en art in acorn wih he Copyright Dep ond ane et 8 Alig reve. No pat ofthis pblaton maybe eprduce,sredin a eel sem, oF tarsi a ‘ny frm yay mes deo ebea photecpyng org or the ec a pred by ‘he UK Copii Desig ad Pte A188 wot he pro femason Fier ‘Wiley ho pubes ts books ina varity ftom mts Some eet ht ppetnpint aynt be ‘palabieincleroni boos Designations used by compuesto dtinguis te praca en died arama. Aland names {nd product name edn ibook re ademas seve my ademas reps ademas ‘Ser repeciveownce Thepubliris not scat hay pdr enor mented ook Tit pubiston dane w rove acct an aahorahe netton ep atest ai vee [issoldoa the uadestncng athe plat engage in ending posses I peta sd or ther expert snstancest requ he ees of compet feo shuld eso iar of Congres Cag in Pblion Data Paar RK (hes ma) Tistet) acon mechanisms xan sts Rak K.Parhar fem. (onraate cms rs) tndads biogenic rere Isa 981-451-5072. (hardback pape] — ISBNS 140 988-3 (K a paper) |. Organic compounds sth 2 Oran arson mechanume Papal organi chemi Te ‘Qbiezest 209 rade owes -Acaopu recor thisbooki arable ome i iar. ‘tin 10/2 pt Minion by Apa Inc New Dei Inia Prod in Singapore by Up Pres Pe ad 1 2m ‘To Riya, Manya and Indu with lore and to ‘my parents with immense respect Contents a ihe, 1 Synthetic Strategies LL An introduction to organic synthesis 12 Retrosynthetc analysis disconnection approach) 13. Umpolung strategy LA Atom economy 1S. Selectivity 154 Chemosclectivity 15.2 Regioselectivity 1553. Stercoslectivity IL5.4_ Asymmetric synthesis or chiral synthesis 1.6. Protecting groups 1.6.1 Common hydroxy protecting groups 162 Common diols protecting groups 1.63 Common amine protecting groups L64 Common carbonyl protecting groups 65 Common carboxylic acid protecting groups 1166 Common arenesifonic acid protecting greups 1.67 Common le proting gps References 2 Reactive Intermediates 21 Carbocations 2d Structure and stability of carbocations 2.12. Generation of carbocations 2.13 Reactions of carbocations 2.14 Non- R? and R? > RE then alkene with R! and R? on the same side is designated Z from the German word Zusammen, meaning together. FR’ and R? are on the opposite Side then alkene is designated E from the German word Engin, meaning opposite, Por an example, (Z)- and (E)-3-chloro-2-pentenes are shown below: ry Reaction Mechanisms in Organe Synthesis ° a * ay ewan ‘ 1 me oa , oi won kis ¥ I f i ‘Opticalisomers: Optical somersarestereoisomersthat canbe formed around asymmetrical K GeO dn

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