SYNTHESIS OF OLEFINS FROM BETA-HYDROXYPHOSPHONAMIDES - STEREOCHEMISTRY AND EXTENSION TO FORMATION OF CONJUGATED DIENES

被引:90
作者
COREY, EJ
CANE, DE
机构
[1] Department of Chemistry, Harvard University, Cambridge
关键词
D O I
10.1021/jo01262a058
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The thermal decomposition of β-hydroxyphosphonamides to olefins has been shown to involve preferential cis elimination. The phosphonamide route to olefins has also been extended to conjugated dienes using a modified phosphonamide 13 in which the bulk of the diamide is minimized so as to allow a attackon the corresponding anion by unhindered ketones and aldehydes. The resulting adducts are converted into dienes by thermal decomposition at 80-120°. © 1969, American Chemical Society. All rights reserved.
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页码:3053 / &
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