Nonacidic and highly chemoselective protection of the carbonyl function. 3-Methylbenzothiazolines as a base-and acid-resistant protected form for the carbonyl …

H Chikashita, S Komazawa, N Ishimoto…

Index: Chikashita, Hidenori; Komazawa, Shun-ichiro; Ishimoto, Nishiki; Inoue, Koji; Itoh, Kazuyoshi Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 4 p. 1215 - 1225

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Citation Number: 18

Abstract

A simple and useful new type of protection method for carbonyl groups by conversion into 3- methylbenzothiazoline derivatives with o-(methylamino) benzenethiol was described. With this method, 3-methylbenzothiazolines were conveniently obtained in excellent yields from various aldehydes and ketones. This method allows efficient protection and deprotection under mild and neutral conditions and affords protection of the carbonyl group against ...