An alternative approach to (S)- and (R)-2-methylglycidol O-benzyl ether derivatives

被引:26
作者
Avenoza, A [1 ]
Cativiela, C
Peregrina, JM
Sucunza, D
Zurbano, MM
机构
[1] Univ La Rioja, Dept Quim, Grp Sintesis Quim La Rioja, UA CSIC, Logrono 26006, Spain
[2] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Dept Quim Organ, E-50009 Zaragoza, Spain
关键词
D O I
10.1016/S0957-4166(01)00230-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
This report describes the gram scale synthesis of (S)- and (R)-2,2,4-trimethyl-4-(hydroxymethyl)-1,3-dioxolanes using the Sharpless asymmetric dihydroxylation (AD) of the Weinreb amide of 2-methyl-2-propenoic acid. The 2-methylglycerol acetonides resultant from protection of the AD products were used as starting materials in the synthesis of O-benzyl ethers of the valuable C4-chiral building blocks (S)- and (X)-2-methylglycidol. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1383 / 1388
页数:6
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