Mendeley出力
＜図書＞
Comprehensive organic synthesis : selectivity, strategy & efficiency in modern organic chemistry
| 責任表示 | editor-in-chief, Barry M. Trost ; deputy editor-in-chief, Ian Fleming |
|---|---|
| データ種別 | 図書 |
| 出版情報 | Oxford : Pergamon Press , 1991 |
| 本文言語 | 英語 |
| 大きさ | 9 v. : ill. ; 28 cm |
| 概要 | Volume 1 provides a detailed survey of reactions that entail the 1,2-addition of nonstabilized carbanion equivalents of carbonyl, imino and thiocarbonyl functionality. Emphasis has been placed on thos... reagents that result in highly selective addition reactions. Methods are reported to select, for example, one carbonyl group over another in the same molecule, or to add preferentially a fragment to one (enantiotopic of diastereotopic) face of a carbonyl group. Processes that result from an initial addition to the C=X functional group, for example alkenations and rearrangements, are also covered in this volume. Volume 2 deals mainly with the addition reactions of delocalized carbanions (enolates) and their synthetic relatives (metalloenamines, enol ethers, allyl organometallics) with carbonyl compounds, imines and iminium ions. Major emphasis is placed on C-C bond-forming reactions such as the aldol and Mannich reactions. Acylation reactions are also included in this volume. Several topics that have not previously been reviewed are covered, including the use of enzymatic aldol reactions in synthesis and the Passerini-Ugi reactions. Volume 3 covers carbon-to-carbon single bond forming reactions involving sp 3 , sp 2 and sp carbon centers, but only those which do not involve additions to C-X pgr;-bonds. The volume first compares and contrasts the alkylation reactions of all types of sp 3 carbon nucleophiles and also covers vinyl and alkynyl carbanions. Following on from Volume 2, a separate section covers Friedel-Crafts alkylation reactions, which is complemented by discussions of polyene cyclizations and electrophilic transannular cyclizations in synthesis. Coupling reactions leading to agr;-bond formation, and involving all types of combinations of sp 3 , sp 2 and sp carbon centers are next covered, including those reactions based on pinacol, acyloin and phenol oxidative coupling reactions, and also the Kolbe reaction. Rearrangement reactions, leading to carbon-to-carbon agr;-bond formation, are often used in a clever manner in synthesis. The volume includes all those rearrangement reactions based on intermediate carbonium ions and carbanions, and also includes the benzil-benzilic acid and the Wolff rearrangements. The volume closes with coverage of carbonylation reactions, and the use of carbene insertion reactions into the C-H bond in synthesis. Volume 4 focuses on additions and the resulting substitutions at carbon-carbon pgr;-bonds. Part 1 includes processes generally considered as simple polar reactions, reactive electrophiles and nucleophiles adding to alkenes and alkynes. A major topic is Michael-type addition to electron deficient pgr;-bonds, featured in the first six chapters. In part 2 are collected the four general processes leading to nucleophilic aromatic substitution, including radical chain processes and transition metal activation through to pgr;-complexation. Metal-activated addition (generally by nucleophiles) to alkenes and polyenes is presented in part 3, including allylic alkylation catalyzed by palladium. The coverage of nonpolar additions in part 4 includes radical additions, organometal addition (Heck reaction), carbene addition, and 1,3-dipolar cycloadditions. The guiding principle underlying the subject matter specifically compiled in Volume 5 has been to make available to the organic chemical community a sourcebook comprehensively covering all the important pgr;-bond-dependent transformations. Thermal, photochemical, and metal-catalyzed cycloadditions of every major type are expertly detailed by the most knowledgeable researchers in these areas. The synthetically useful electrocyclic and sigmatropic processes where alkenic centers are intimately involved in the structural change are similarly canvassed in compact detail. With added attention given to ene reactions, small-ring rearrangements, and related transition metal-associated reactions, coverage has been achieved of the full range of organic transformations directly involving the rebonding of alkenic centers. As a consequence, this volume should serve as the comprehensive sourcebook of the field for the next decade and beyond. In this volume, those functional groups containing heteroatoms that have gained importance in organic synthesis are dealt with in detail. The introduction of these various groups and their relevant transformations are described and the various aspects of chemoselectivity, regioselectivity and stereoselectivity are discussed. After a compilation of the synthetically most useful substitution processes, there is a series of chapters on the various types of acylation reactions and in this context the different methods of acyl group activation are discussed. As functional group protection is of very general importance for organic synthesis, a corresponding chapter is included. This is followed by a section on the preparation of carbonyl derivatives and the most important transformations and rearrangements of functional group derivatives. At the end of the volume one finds chapters on all types of elimination reactions and related thermal reactions together with a survey on fragmentation processes in organic synthesis. This volume covers all methods of oxidation for use in organic synthesis. Emphasis has been placed on selectivity and functional group compatibility together with practical utility and applications. The volume is broadly divided to cover oxidation of unactivated carbon-hydrogen bonds, oxidation of activated carbon-hydrogen bonds, that is to say those adjacent to activating substituents and adjacent to heteroatoms, and oxidation of carbon-carbon double bonds. The volume also covers oxidation of C-X bonds, carbon-carbon single bonds, heteroatom oxidation and a number of special topics such as electrochemical methods, oxidative rearrangements, solid supported reagents, electron transfer oxidation, and biological methods. This volume contains 37 chapters on methods for reducing functional groups, organized into four main parts. (i) Reduction of C=X systems, where X is an electronegative heteroatom, divided into 14 chapters based on the degree of reduction, the oxidation level of the C=X substrate, and on the nature of the reagent. (ii) Reduction of X=Y systems, divided into three chapters, covering the reduction of such groups as nitro, azo, and the various kinds of P=O and S=O groups. (iii) Reduction of C=C and Cequiv;C, divided into 12 chapters based on the method of reduction, with aromatic, heteroaromatic, and conjugated systems treated separately, and including an extensive discussion of hydrometallation. (iv) Reduction of single bonds, C-X to C-H, in eight chapters, including the hydrogenolysis of the various kinds of C-X bonds, the reduction of epoxides, and the reduction of vinyl derivatives to alkenes. Each chapter includes a discussion of chemoselectivity, regioselectivity, and stereoselectivity, wherever it is appropriate, and most include advice on the reagent of choice, and the mechanistic basis of the various methods of reduction. In short, it is, within the space available, as near to a comprehensive account of reduction in organic chemistry as one could hope for. 続きを見る |
| 目次 | Vol. 1.-2. Additions to C-X[pi]-Bonds - v. 3. Carbon-carbons̳-Bond formation v. 4. Additions to and substitutions at C-C[pi]-Bonds v. 5. Combining C-C[pi]-Bonds v. 6. Heteroatom manipulation v. 7. Oxidation v. 8. Reduction v. 9. Cumulative indexes. |
所蔵情報
| 状態 | 巻次 | 所蔵場所 | 請求記号 | 刷年 | 文庫名称 | 資料番号 | コメント | 予約・取寄 | 複写申込 | 自動書庫 |
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v. 1 | 理系図1F 開架 | 434/Tr 7/1 | 1999 |
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003212001009536 |
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v. 2 | 理系図1F 開架 | 434/Tr 7/2 | 1999 |
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v. 3 | 理系図1F 開架 | 434/Tr 7/3 | 1999 |
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v. 4 | 理系図1F 開架 | 434/Tr 7/4 | 1999 |
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v. 5 | 理系図1F 開架 | 434/Tr 7/5 | 1999 |
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v. 6 | 理系図1F 開架 | 434/Tr 7/6 | 1999 |
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v. 7 | 理系図1F 開架 | 434/Tr 7/7 | 1999 |
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003212001009590 |
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v. 8 | 理系図1F 開架 | 434/Tr 7/8 | 1999 |
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003212001009601 |
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v. 9 | 理系図1F 開架 | 434/Tr 7/9 | 1999 |
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003212001009613 |
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書誌詳細
| 一般注記 | v. 1-2. Additions to C-X π-bonds, pt. 1-2 -- v. 3. Carbon-carbon σ-bond formation -- v. 4. Additions to and substitutions at C-C π-bonds -- v. 5. Combining C-C π-bonds -- v. 6. Heteroatom manipulation -- v. 7. Oxidation -- v. 8. Reduction -- v. 9. Cumulative indexes |
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| 著者標目 | Trost, Barry M. Fleming, Ian, 1935- |
| 件 名 | LCSH:Organic compounds -- Synthesis 全ての件名で検索 |
| 分 類 | NDLC:PA325 DC20:547.2 LCC:QD262 NDC8:434 |
| 書誌ID | 1000597372 |
| ISBN | 0080359299 |
| NCID | BA13431224 |
| 巻冊次 | : set ; ISBN:0080359299 v. 1 ; ISBN:0080405924 v. 2 ; ISBN:0080405932 v. 3 ; ISBN:0080405940 v. 4 ; ISBN:0080405959 v. 5 ; ISBN:0080405967 v. 6 ; ISBN:0080405975 v. 7 ; ISBN:0080405983 v. 8 ; ISBN:0080405991 v. 9 ; ISBN:0080406009 |
| NBN | B9106582 |
| 登録日 | 2009.09.14 |
| 更新日 | 2009.09.14 |