Tetrahedron Letters p. 2917 - 2918 (1999)
Update date:2022-07-29
Topics:
Ma, Chunrong
He, Xiaohui
Liu, Xiaoxiang
Yu, Shu
Zhao, Shuo
Cook, James M.
Tosylates, diphenylphosphates and bromides were employed to study the effect of the leaving group on the alkylation diastereoselectivity of the Schollkopf chiral auxiliary 1 at aliphatic, benzylic, propargylic and allylic electrophilic centers. The diastereoselectivity generally follows the pattern: diphenylphosphate > tosylate > bromide. In terms of both diastereoselectivity and yield, each leaving group possesses a different advantage.
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