Stereochemistry in the reactions of (Z)-and (E)-allyltributylstannyl reagents with quinones

A Takuwa, O Soga, T Mishima…

文献索引：Takuwa, Akio; Soga, Osamu; Mishima, Taeko Journal of Organic Chemistry, 1987 , vol. 52, # 7 p. 1261 - 1265

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被引用次数: 20

摘要

In the BF3-catalyzed allylation of quinones with allylstanyl reagents,(Z)-2- hexenyltributylstannane (3) is introduced with no retention of the original double-bond stereochemistry, and neryl reagent (5) is introduced with partial loas of olefin stereochemistry. In contrast,(E)-2-hexenyltributylstannane (4) and geranyltributylstannane (6) are introduced with complete retention of their olefin geometries.