Selective condensation of (3-(alkylthio) allyl) titanium reagent with carbonyl compounds.

…, Y Ikeda, N Meguriya, N Ikeda, H Yamamoto

Index: Furuta, Kyoji; Ikeda, Yoshihiko; Meguriya, Noriyuki; Ikeda, Nobuo; Yamamoto, Hisashi Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 10 p. 2781 - 2790

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Citation Number: 41

Abstract

[3-(Ethylthio) allyl] titanium reagent generated easily from allyl ethyl sulfides condensed with aldehydes to give erythro-β-hydroxy sulfides in highly regio-and stereoselective manner. In contrast, crotyl ethyl sulfide reacted with aldehydes affording δ-hydroxy vinyl sulfide exclusively. The substitution pattern of the starting sulfide can have a pronounced effect on the selectivity in this condensation reaction. erythro-β-Hydroxy sulfide obtained was ...