Chemical Communications 2004-01-07

First synthesis of an amythiamicin pyridine cluster.

Mark C Bagley, James W Dale, Robert L Jenkins, Justin Bower

Index: Chem. Commun. (Camb.) (1) , 102-3, (2004)

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Abstract

The pyridine-containing central domain of the amythiamicin group of thiopeptide antibiotics is prepared in protected form in 9 steps, 93%ee and 18% overall yield from (S)-2-[1-(tert-butoxycarbonylamino)-2-methylpropyl]thiazole-4-carboxylic acid by Michael addition-cyclodehydration of a 2-(2-thiazolyl)enamine and 1-(2-thiazolyl)propynone.