Total synthesis of (+)-cystothiazole A

PL DeRoy, AB Charette

Index: DeRoy, Patrick L.; Charette, Andre B. Organic Letters, 2003 , vol. 5, # 22 p. 4163 - 4165

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Citation Number: 44

Abstract

The total synthesis of cystothiazole A is described. Key steps of the synthesis include an Evans asymmetric catalytic aldol reaction, which established the required C4-C5 stereochemistry. The [2, 4']-bis (thiazole) was obtained applying our methodology of electrophilic activation of amide. Semistabilized Wittig reaction between the phosphonium salt 3 and the aldehyde 2 afforded 1 in nine linear steps and 38% overall yield.