Bulletin of the Chemical Society of Japan

The partial reduction of carboxylic acids to aldehydes via 3-acylthiazolidine-2-thiones with diisobutylaluminum hydride and with lithium tri-t-butoxyaluminum hydride.

T Izawa, T Mukaiyama

Index: Izawa,T.; Mukaiyama,T. Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 555 - 558

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Citation Number: 43

Abstract

3-Acylthiazolidine-2-thiones, easily prepared from carboxylic acids and readily available thiazolidine-2-thione, were reduced to the corresponding aldehydes either with diisobutylaluminum hydride in toluene at− 78–− 40° C in 70–90% yields or with lithium tri-t- butoxyaluminum hydride in tetrahydrofuran at− 20-0° C in 80–90% yields. The present method appears to be applicable to the synthesis of aldehydes from both aromatic and ...