Bulletin of the Chemical Society of Japan p. 2781 - 2790 (1984)
Update date:2022-08-04
Topics:
Furuta, Kyoji
Ikeda, Yoshihiko
Meguriya, Noriyuki
Ikeda, Nobuo
Yamamoto, Hisashi
<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 transfromed stereoselectively to the trans-vinyloxirane or 1,3-alkadiene.
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