STEREOSELECTIVE INTRAMOLECULAR RADICAL-ADDITION OF POLYHALOACETYL FUNCTIONS TO 2-OXAZOLONES - A FACILE SYNTHESIS OF STATINE AND ITS 2,2-DICHLORO AND 2,2-DIFLUORO ANALOGS

被引：34

作者：

YAMAMOTO, T

ISHIBUCHI, S

ISHIZUKA, T

HARATAKE, M

KUNIEDA, T

机构：

[1] KUMAMOTO UNIV,FAC PHARMACEUT SCI,KUMAMOTO 862,JAPAN

[2] YOSHITOMI RES LABS,FUKUOKA 871,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 08期

关键词：

D O I：

10.1021/jo00060a006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Intramolecular Ru(II)-catalyzed cyclization of 3-[[(1S,2R)-2-[(polyhaloacetoxy)ethoxy]-1-apocam-phanyl]carbonyl]-2-oxazolones results in the exclusive formation of the 12-membered cycloadducts with complete diastereoselectivity, thus providing a new synthetic route to enantiomerically pure statine analogues including dichloro and difluoro derivatives.

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页码：1997 / 1998

页数：2

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