The Journal of Organic Chemistry

Stereochemistry of addition of allylic Grignard reagents to 3-(hydroxymethyl) cyclopropenes

HG Richey Jr, RM Bension

文献索引：Richey, Herman G.; Bension, Rouvain M. Journal of Organic Chemistry, 1980 , vol. 45, # 25 p. 5036 - 5042

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被引用次数: 36

摘要

Allylic Grignard reagents add to the double bonds of alkyl-substituted 3-(hydroxymethy1) cyclopropenes. In the products, both the allyl group and the group (H or C02H) replacing magnesium are cis to the hydroxymethyl group. The new carbon-carbon bond is formed preferentially at the more substituted allylic carbon of the allyl group and at the more substituted carbon of the cyclopropene double bond.