CHIRAL INDUCTION IN PHOTOCHEMICAL-REACTIONS .13. THE PATERNO-BUCHI REACTION OF ACHIRAL AND CHIRAL ACYL CYANIDES WITH FURAN

被引:17
作者
ZAGAR, C [1 ]
SCHARF, HD [1 ]
机构
[1] RHEIN WESTFAL TH AACHEN,INST ORGAN CHEM,PROF PIRLET STR 1,W-5100 AACHEN,GERMANY
关键词
PATERNO-BUCHI REACTION; PHOTOCHEMISTRY; CHIRAL INDUCTION; ACYL CYANIDES; ACHIRAL AND CHIRAL;
D O I
10.1002/cber.19911240442
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The acyl cyanides 1a-d are prepared from the corresponding acyl chlorides. The Paterno-Buchi reaction of 1a-f with furan (2) yields the bicyclic oxetanes 3a-f with an endo/exo ratio varying from 3.5:1 (1a) to 16:1 (1d). However, in the reaction of the chiral acyl cyanides 1b and 1c, a low chiral induction is observed (maximum de: 13%).
引用
收藏
页码:967 / 969
页数:3
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