High-speed microwave-promoted Mitsunobu inversions. Application toward the deracemization of sulcatol

被引：45

作者：

Steinreiber, A ^{[1
]}

Stadler, A ^{[1
]}

Mayer, SF ^{[1
]}

Faber, K ^{[1
]}

Kappe, CO ^{[1
]}

机构：

[1] Karl Franzens Univ Graz, Inst Chem Organ & Bioorgan Chem, A-8010 Graz, Austria

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 36期

基金：

奥地利科学基金会;

关键词：

D O I：

10.1016/S0040-4039(01)01248-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioconvergent synthesis of the aggregation pheromones (R)- and (S)-suleatol (6-methyl-5-hepten-2-ol) is described. Key steps in the deracemization strategy are sequential combinations of enzymatic resolutions and Mitsunobu inversions. Racemization-free Mitsunobu transformations have been carried out within 5 min by microwave irradiation, providing the desired sulcatyl acetates with clean inversion of chirality. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6283 / 6286

页数：4

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