THE BETA-SILICON EFFECT AS A CONTROL ELEMENT FOR THE REGIOSELECTIVE RING-OPENING OF OXETANES

被引：19

作者：

BACH, T

KATHER, K

机构：

[1] Organisch-Chemisches Institut der Westfälischen Wilhems-Universität Orléansring 23

来源：

TETRAHEDRON | 1994年 / 50卷 / 43期

关键词：

D O I：

10.1016/S0040-4020(01)89541-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title compound 5 was prepared by a stereoselective photocycloaddition of silyl enol ether 9 and benzaldehyde. In Lewis- and Bronsted-acid promoted ring opening reactions the oxetane is selectively cleaved to yield a 1,2-diol 6 which cyclizes under the reaction conditions to the dihydrofuran 11. The constitution of the final product was elucidated by reductive degradation to the alcohol 14.

引用

页码：12319 / 12328

页数：10

共 36 条

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