PREPARATION AND STRUCTURE OF SOME TRICYCLO[3.2.1.02,4]OCTANE DERIVATIVES

被引:52
作者
CLARKE, SC
FRAYNE, KJ
JOHNSON, BL
机构
[1] Department of Organic Chemistry, University of Western Australia, Nedlands
关键词
D O I
10.1016/S0040-4020(01)82700-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Diels-Alder reaction of 1,2,3,4-tetrachloro-5,5-< limethoxycyclopenta-1,3-diene with cyclopropene has been utilized to furnish some endo-tricyclo[3.2.1.02,4]octane derivatives. Several exo-tricyclo[3.2.1.2,4]octane derivatives were synthesized from known precursors using standard reactions. The stereochemistry of the tetracyclic alcohol, resulting (ultimately) from the reaction of 7-norbornadienyl acetate with diazomethane, is discussed. The PMR spectra of a number of tricyclo[3.2.1.02,4]octane derivatives are presented and discussed with reference to configurational assignment. © 1969.
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页码:1265 / &
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