Stereoselective total synthesis of (+)-cardiobutanolide and (+)-3-epi-cardiobutanolide from diacetone D-glucose

被引：20

作者：

Krishna, Palakodety Radha ^{[1
]}

Reddy, P. V. Narsimha ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Discovery Lab, Organ Chem Div 3, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 27期

关键词：

diacetone-D-glucose; cardiobutanolide; 3-epi-cardiobutanolide; Mitsunobu stereoinversion; LiEt3BH reduction;

D O I：

10.1016/j.tetlet.2006.04.146

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A chiron approach starting with 3-O-benzyl-1,2-O-isopropylidene-alpha-D-xylo-pentodialdo-1,4-furanose utilizing a Grignard reaction, Mitsunobu stereo inversion, ethyl diazoacetate addition. and selective reduction of the ketone is employed as a key step for the total synthesis of (+)-cardiobutanolide described; a similar strategy is also reported for the first total synthesis of (+)-3-epi-cardiobutanolide. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：4627 / 4630

页数：4

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