Synthesis of the apratoxin 2,4-disubstituted thiazoline via an intramolecular aza-Wittig reaction.
[reaction: see text] In developing a synthetic entry to the thiazoline-containing domain of the apratoxin natural products, we converted vicinal azido-thiolesters into 2,4-disubstituted thiazolines via sequential one-pot Staudinger reduction/aza-Wittig reaction. This method of de novo thiazoline formation provides a mild and versatile process that is particularly well suited to acid-sensitive substrates.
Chen
Jiehao
J
Department of Chemistry, University of Minnesota, 207 Pleasant St. S.E., Minneapolis, Minnesota 55455, USA.
Forsyth
Craig J
CJ