A facile stereodivergent synthesis of threo- and erythro-N,N-dibenzyl sphingosines from (S)-N,N-dibenzyl-O-TBDMS-serinal

被引：16

作者：

Andres, JM ^{[1
]}

Pedrosa, R ^{[1
]}

机构：

[1] Univ Valladolid, Fac Ciencias, Dept Quim Organ, E-47011 Valladolid, Spain

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 14期

关键词：

D O I：

10.1016/S0957-4166(98)00231-6

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The (L)-threo-N,N-dibenzyl sphingosine was prepared in two steps from the serinal derivative 1 by diastereoselective alkenylation with pentadec-l-enyl(ethyl)zinc and deblocking. (D)-erythro-N,N-Dibenzyl sphingosine was also prepared in two steps from 1 by a highly diastereoselective alkynylation with pentadecynyl magnesium bromide and subsequent stereoselective LAH reduction. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2493 / 2498

页数：6

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