Tetrahedron: Asymmetry

Highly regioselective N-alkylation of nonracemic Betti base: a novel one-pot synthesis of chiral N-methyl-N-alkyl Betti bases

Y Dong, J Sun, X Wang, X Xu, L Cao, Y Hu

Index: Dong, Yanmei; Sun, Jianwei; Wang, Xinyan; Xu, Xuenong; Cao, Liya; Hu, Yuefei Tetrahedron Asymmetry, 2004 , vol. 15, # 10 p. 1667 - 1672

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Citation Number: 34

Abstract

A novel one-pot preparation of chiral N-methyl-N-alkyl Betti bases has been developed involving a highly regioselective N-alkylation of (S)-(+)-Betti base. The strategy involved formation-cleavage of the oxazine ring and N-methylation with BtCH2OH under neutral conditions.