Bisepoxides as biselectrophiles in the silicon-induced domino synthesis of highly functionalized carbocycles

被引:22
作者
Bräuer, N [1 ]
Dreessen, S [1 ]
Schaumann, E [1 ]
机构
[1] Tech Univ Clausthal, Inst Organ Chem, D-38678 Clausthal Zellerfeld, Germany
关键词
D O I
10.1016/S0040-4039(99)00386-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of silylated thioacetals 2a, b with different bisepoxides 1, 4, 5 is investigated. The silicon-induced domino reaction opens a short route from D-mannitol to the highly functionalized carbocycles 7-10. Using this cascade, 4-epi-validatol (12) is synthesized. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
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页码:2921 / 2924
页数:4
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