DIASTEREOFACE DISCRIMINATION IN THE ADDITION OF ACETYLIDE TO A CHIRAL ALDEHYDE, LEADING TO A SYNTHESIS OF (+)-DEOXYBIOTIN IN ENANTIOMERICALLY PURE FORM STARTING FROM L-CYSTEINE

被引：74

作者：

FUJISAWA, T

NAGAI, M

KOIKE, Y

SHIMIZU, M

机构：

[1] Department of Chemistry for Materials, Mie University, Tsu

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 20期

关键词：

D O I：

10.1021/jo00099a009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Complete diastereofacial discrimination was observed upon addition of the chlorozinc acetylide derived from 1-hexyne to a chiral aldehyde prepared from L-cysteine. The addition product was used in a short synthesis of (+)-deoxybiotin, a precursor of (+)-biotin, which was produced in enantiomerically pure form in 12 steps, starting from L-cysteine.

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页码：5865 / 5867

页数：3

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