通过形成非对映体配合物制备对映纯1-异戊基-3-甲基-3-磷烯- 1-氧化物

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2018-03-03 DOI:10.1002/hc.21411

Péter Bagi, Kinga Juhász, Mihály Kállay, Dóra Hessz, Miklós Kubinyi, Elemér Fogassy, György Keglevich

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引用次数: 0

摘要

研究了TADDOL衍生物和酒石酸衍生物的Ca2+盐通过形成非对映体络合物来分离1-异戊基-3-甲基-3-磷烯- 1-氧化物。用(R,R)-spiro- taddol或O,O ' -二苯甲酰-(R,R)-酒石酸的酸性Ca2+盐制备了1-异戊基-3-环氧膦烯的两种对映体。利用CD光谱和理论计算证实了负旋光度的1-异戊基-3-环氧膦对映体的绝对构型。

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Preparation of enantiopure 1-isopentyl-3-methyl-3-phospholene 1-oxide via the formation of diastereomeric complexes

The resolution of 1-isopentyl-3-methyl-3-phospholene 1-oxide via the formation of diastereomeric complexes using TADDOL derivatives or the Ca²⁺-salts of tartaric acid derivatives was studied. Both enantiomers of the 1-isopentyl-3-phospholene oxide were prepared in an enantiopure form with (R,R)-spiro-TADDOL, or with the acidic Ca²⁺-salt of O,O′-dibenzoyl-(R,R)-tartaric acid. The absolute configuration of the 1-isopentyl-3-phospholene oxide enantiomer with negative optical rotation was also substantiated by a study involving CD spectroscopy and theoretical calculations.

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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.