Rearrangement of epoxides in non-aldol aldol process: Allylic vs. tertiary and secondary carbocationic centers

被引:57
作者
Jung, ME [1 ]
Marquez, R [1 ]
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(99)00458-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
It has been shown that allylic carbocations are formed in preference to tertiary or secondary carbocations in the rearrangement of substituted epoxides. However protection of the alkene as a bromo ether allows for the desired rearrangement and production of intermediates for the synthesis of the cytotoxic tedanolides. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3129 / 3132
页数:4
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