A concise synthetic route to optically active cis-beta,gamma-disubstituted-gamma-butyrolactones via tandem Michael-MPV reaction: new total synthesis of (-)-cis-whisky lactone and (-)-cis-cognac lactone

Ozeki M; Hashimoto D; Nishide K; Kajimoto T; Node M

首页> 外文期刊>Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry >A concise synthetic route to optically active cis-beta,gamma-disubstituted-gamma-butyrolactones via tandem Michael-MPV reaction: new total synthesis of (-)-cis-whisky lactone and (-)-cis-cognac lactone

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A concise synthetic route to optically active cis-beta,gamma-disubstituted-gamma-butyrolactones via tandem Michael-MPV reaction: new total synthesis of (-)-cis-whisky lactone and (-)-cis-cognac lactone

机译：通过串联Michael-MPV反应合成旋光性顺式-β，γ-二取代-γ-丁内酯的简捷合成路线：（-）-顺式威士忌内酯和（-）-顺式-白兰地内酯的新全合成

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摘要

Optically active cis-beta,gamma-disubstituted-gamma-butyrolactones, for example, cis-whisky lactone and cis-cognac lactone, were readily synthesized by using tandem Michael-Meerwein-Ponndorf-Verley reactions that employed (-)-10-mercapto-isoborneol as a chiral template in the key step. (C) 2005 Elsevier Ltd. All rights reserved.

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《Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry》 |2005年第9期|共9页
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Ozeki M; Hashimoto D; Nishide K; Kajimoto T; Node M;
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正文语种 eng
中图分类有机化学;
关键词
PONNDORF-VERLEY REDUCTION; HYPOPHOSPHITE COMBINATION SYSTEM; SUBSTITUTED-GAMMA-BUTYROLACTONES; ASYMMETRIC-SYNTHESIS; SEX-PHEROMONE; ENANTIOSELECTIVE SYNTHESIS; SECONDARY ALCOHOL; CHIRAL SYNTHESIS; FACILE SYNTHESIS; WHISKEY LACTONE;

机译：PONDDORF-VERLEY还原;亚磷酸酯组合体系;取代的γ-丁酸内酯;不对称合成;性信息素;对映体合成;仲醇;手性合成;FAXLE合成;威士忌;

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1. A concise synthetic route to optically active cis-beta,gamma-disubstituted-gamma-butyrolactones via tandem Michael-MPV reaction: new total synthesis of (-)-cis-whisky lactone and (-)-cis-cognac lactone [J] . Ozeki M, Hashimoto D, Nishide K, Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry . 2005,第9期

机译：通过串联Michael-MPV反应合成旋光性顺式-β，γ-二取代-γ-丁内酯的简捷合成路线：（-）-顺式威士忌内酯和（-）-顺式-白兰地内酯的新全合成
2. Concise Total Synthesis of (-)-cis-Aerangis Lactone and (-)-cis-Cognac Lactone [J] . Jhillu S. Yadav, Ragam Nageshwar Rao, Begari Prem Kumar, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2011,第19期

机译：简化（ - ） - CIS-AERANGIS内酯和（ - ） - CIS-COPNAC内酯的总合成
3. Concise Total Synthesis of (-)-cis-Aerangis Lactone and (-)-cis-Cognac Lactone [J] . Jhillu S. Yadav, Ragam Nageshwar Rao, Begari Prem Kumar, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2011,第19期

机译：简化（ - ） - CIS-AERANGIS内酯和（ - ） - CIS-COPNAC内酯的总合成
4. Synthesis of Biologically Relevant Natural and Unnatural Gamraα-Lactones and Lactams via Tandem Allylboration/Cyclization Reactions [C] . Tim G. Elford, Dennis G. Hall European Symposium on Organic Chemistry . 2009

机译：通过串联烯丙基硼酸盐/环化反应合成生物相关天然和非自然GAMRAα-内酯和内酰胺的方法
5. Development of new syntheses and transformations of beta-lactones: Application to a concise total synthesis of (+)-brefeldin A. [D] . Wang, Yingcai. 2002

机译：β-内酯的新合成和转化的开发：在简明的（+）-布雷菲德菌素A的全合成中的应用。
6. Towards practical biocatalytic Baeyer-Villiger reactions: applying a thermostable enzyme in the gram-scale synthesis of optically-active lactones in a two-liquid-phase system [O] . Frank Schulz, François Leca, Frank Hollmann, 2005

机译：迈向实用的生物催化Baeyer-Villiger反应：在两液相系统中的克级合成光学活性内酯中应用热稳定酶
7. Stereoselective reactions. V. Design of the asymmetric synthesis of lignan lactones. Synthesis of optically active podorhizon and deoxypodorhizon by 1,3-asymmetric induction. [O] . KIYOSHI TOMIOKA, HIDEMICHI MIZUGUCHI, KENJI KOGA 1982

机译：立体选择反应。 V.木兰内酯不对称合成的设计。 1,3 - 不对称诱导用1,3-不对称诱导光学活性寄生卟啉和脱松二升的合成。

A concise synthetic route to optically active cis-beta,gamma-disubstituted-gamma-butyrolactones via tandem Michael-MPV reaction: new total synthesis of (-)-cis-whisky lactone and (-)-cis-cognac lactone

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