Journal of Organic Chemistry p. 3986 - 3990 (1983)
Update date:2022-08-03
Topics:
Goering, Harlan L.
Tseng, Chung Chyi
Alkylation of the isomeric trans-α,γ-methyl(phenyl)allyl acetates (2-OAc and 3-OAc) with lithium dialkylcuprates or alkylcyanocuprate is stereospecific.The α-alkylation product is formed with excess inversion, and the γ-alkylation product results from excess anti bonding.Stereospecificity ranges from about 85 to 95 percent in this sterically unbiased system.
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