Studies towards lipid A: a synthetic strategy for the enantioselective preparation of 3-hydroxy fatty acids

被引:14
|
作者
Guaragna, Annalisa [1 ]
De Nisco, Mauro [1 ]
Pedatella, Silvana [1 ]
Palumbo, Giovanni [1 ]
机构
[1] Univ Naples Federico II, Dipartimento Chim Organ & Biochim, I-80126 Naples, Italy
关键词
D O I
10.1016/j.tetasy.2006.10.023
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A short and efficient enantioselective synthesis of (R)-3-hydroxydodecanoic acid is described, involving a Sharpless asymmetric dihydroxylation to produce the required (R)-stereochemistry. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2839 / 2841
页数:3
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