Total synthesis of cystothiazoles A and B

Organic Letters
Jian Shao, James S Panek

Abstract

[structure: see text] Convergent enantioselective syntheses of the antifungal agents cystothiazoles A and B are described. The routes feature an asymmetric crotylation using a propargylic dicobalt hexacarbonyl complex, which provided enhanced diastereoselectivity over the uncomplexed propargylic acetal. The bisthiazole fragment was united with the side chain through a Stille cross-coupling of a terminal (E)-vinylstannane with a 4-trifloyl-substituted thiazole.

References

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Citations

Jun 3, 2006·Natural Product Reports·Zhong Jin
Nov 6, 2007·Chemical & Pharmaceutical Bulletin·Yuki Iwaki, Hiroyuki Akita
Jan 5, 2006·Chemical Communications : Chem Comm·Scott T Handy, Yanan Zhang
Aug 18, 2012·Organic & Biomolecular Chemistry·Nadin Schläger, Andreas Kirschning
Jul 4, 2009·Journal of the American Chemical Society·Martin NielsenKarl Anker Jørgensen
Apr 28, 2009·The Journal of Organic Chemistry·Jie ChenXiao-Ping Cao
Jul 28, 2012·The Journal of Organic Chemistry·Yi LiuYuguo Du

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