REACTIONS OF AN ENDOPEROXIDE WITH CHIRAL KETONES - DIASTEREOSELECTIVE FORMATION OF 1,2,4-TRIOXANES AND 1,3-DIOXOLANES

被引：18

作者：

JEFFORD, CW

JIN, SJ

BERNARDINELLI, G

机构：

[1] Department of Organic Chemistry, University of Geneva

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 49期

关键词：

Enantiodifferentiation; Peracetalization; X-ray structures;

D O I：

10.1016/0040-4039(91)80487-Q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,4-Diphenylcyclopent-2-ene 1,4-endoperoxide on catalysis with trimethylsilyl trifluoromethane-sulfonate reacted with (-)-menthone in a doubly diastereoselective manner to yield two tricyclic 1,2,4-trioxanes having the 3S,5S,6S and 3R,5R,6R configurations respectively. The corresponding pair of 1,3-dioxolanes arising by Baeyer-Villiger-type rearrangement was also formed.

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收藏

页码：7243 / 7246

页数：4

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