Convenient synthesis of D- and L-xylo-1,2,3,4-alkane tetrols from a D-gluco-configured common building block

被引:11
作者
Borkar, Santosh Ramdas [1 ]
Manjunath, Beedimane Narayana [1 ]
Balasubramaniam, Sivaraman [1 ]
Aidhen, Indrapal Singh [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India
关键词
Guggultetrols; Wittig olefination; Grignard reaction; Barton-McCombie deoxygenation; COMMIPHORA-MUKUL; GUGGULTETROLS; DERIVATIVES;
D O I
10.1016/j.carres.2012.06.005
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
D-gluco-Configured building block derived from D-(+)-gluconolactone has served as a common chiral template for the synthesis of enantiopure D-and L-xylo-configured 1,2,3,4-alkane tetrols. This has enabled synthesis of medicinally important guggultetrols and their enantiomers from a common starting point. Wittig and Grignard reactions are the key steps used for the incorporation of lipophilic chain. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:23 / 30
页数:8
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