STEREOSELECTIVE SYNTHESIS OF BOTH (E)-1,2,4-HEPTATRIEN-6-YNES AND (Z)-1,2,4-HEPTATRIEN-6-YNES - FORMATION OF AN ALPHA,3-DEHYDROTOLUENE BIRADICAL, TRAPPING BY AN INTRAMOLECULAR CARBON CARBON DOUBLE-BOND, AND DECAY OF THE RESULTING NEW BIRADICAL VIA AN INTRAMOLECULAR ROUTE

被引:43
作者
ANDEMICHAEL, YW [1 ]
GU, YG [1 ]
WANG, KK [1 ]
机构
[1] W VIRGINIA UNIV,DEPT CHEM,MORGANTOWN,WV 26506
关键词
D O I
10.1021/jo00029a002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Condensation between conjugated allenic aldehydes 3 and gamma-(trimethylsilyl)allenylboranes 2 followed by the Peterson olefination reaction afforded enyne-alleness 7 and 8. On heating, 8c underwent a sequence of intramolecular transformations through biradical intermediates.
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收藏
页码:794 / 796
页数:3
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