Tetrahedron

Diastereoselective alkylation of chiral tin (II) enolates onto cyclic acyl iminium ions. Asymmetric total synthesis of (-)-supinidine

Y Nagao, WM Dai, M Ochiai, M Shiro

Index: Nagao, Yoshimitsu; Dai, Wei-Min; Ochiai, Masahito; Shiro, Motoo Tetrahedron, 1990 , vol. 46, # 18 p. 6361 - 6380

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Citation Number: 37

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... The scope and mechanism of the asymmetric alkylation of chiral tin (II) enolate 10 with cyclic acyl iminium ion 5 were investigated. An application of the reaction to the asymmetric synthesis of (-)-supinidine was also achieved. ... The loss of ca. 4% op may be introduced by ...