Diastereoselective α-iminoamine rearrangement:: asymmetric synthesis of (R)-(-)- and (S)-(+)-2-benzyl-2-hydroxycyclohexanone

被引：9

作者：

Bisel, P

Lauktien, G

Weckert, E

Frahm, AW

机构：

[1] Inst Pharmazeut, Lehrstuhl Pharmazeut Chem, D-79104 Freiburg, Germany

[2] Univ Karlsruhe, Inst Kristallog, D-76128 Karlsruhe, Germany

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 22期

关键词：

D O I：

10.1016/S0957-4166(98)00422-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A convenient asymmetric synthesis of both (R)-(-)- and (S)-(+)-2-benzyl-2-hydroxycyclohexanones starting from racemic 2-benzyloxycyclohexanone and the chiral auxiliary 1-phenylethylamine is reported. The route involves a [1,3]-sigmatropic shift and a new diastereoselective alpha-iminoamine rearrangement of a 2-benzyl-2-iminocyclohexanamine substrate. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：4027 / 4034

页数：8

共 25 条

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