Facial stereoselectivity in lithium dialkylcuprate additions to functionalized endo-Tricyclo[5.2.1.02,6]decadienones
摘要：
Lithium dialkylcuprate additions to a variety of 6-functionalized endo-tricyclo[5.2.1.02.6]decadienones 4 are described. The introduction of an alkyl or aryl ether function containing oxygen, sulfur or selenium leads to a remarkably high endo-stereoselectivity. The observed facial stereoselectivity of these conjugate additions to 4 is interpreted in steric and stereoelectronic terms.
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关键词：
Natural-products synthesis Diels-alder reactions Enzymic optical resolution Conjugate addition Diastereofacial selectivity Cyclopentadienone epoxides Nucleophilic additions Electronic control Face selection Acid
DOI：
10.1016/0040-4020(95)00651-N
年份：
1995
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