STEREOSELECTIVITY IN FORMATION OF SPIRO[5.5]UNDECANES BY CATIONIC-PI CYCLIZATION

被引:15
作者
HARDING, KE
COOPER, JL
PUCKETT, PM
机构
[1] Department of Chemistry, Texas A&M University, College Station, Texas
关键词
D O I
10.1021/jo01330a003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cationic π cyclization of cyclohexenols 1a-c leads to spiro[5.5]undecane derivatives in high yield and stereoselectivity. The stereoselectivity of the cyclization is higher with the disubstituted alkenyl side chain (1b and 1c). A rationale for the stereoselectivity of these cyclizations and related heteroatom-substituted analogues is presented. © 1979, American Chemical Society. All rights reserved.
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页码:2834 / 2838
页数:5
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