STEREOCHEMISTRY OF CUPRATE ADDITION TO 4-ALKYLCYCLOHEPTENONES, 5-ALKYLCYCLOHEPTENONES, AND 6-ALKYLCYCLOHEPTENONES

被引:25
作者
HEATHCOCK, CH
GERMROTH, TC
GRAHAM, SL
机构
[1] Department of Chemistry, University of California, Berkeley
关键词
D O I
10.1021/jo00393a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of cycloheptenones 1-7 with Me2CuLi and (f-Bu)2CuLi have been studied. Stereostructures of the resulting diastereomeric products have been determined by comparison with known compounds, by unambiguous synthesis, or by the use of 13C NMR spectroscopy. Good stereoselectivity is observed in the reaction of Me2CuLi with enones 2, 4, and 7 and in the reaction of (f-Bu)2CuLi with enones 1, 5, and 6. © 1979, American Chemical Society. All rights reserved.
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页码:4481 / 4487
页数:7
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