Publications [#330259] of Michael J. Therien

Papers Published

1. Thérien, M; Gauthier, JY; Young, RN, Asymmetric dithioacetals II: A novel and versatile method for the preparation of chiral dithioacetals, Tetrahedron Letters, vol. 29 no. 51 (January, 1988), pp. 6733-6736, Elsevier BV [doi]
   (last updated on 2026/01/17)

   Abstract:
   Reaction of aldehydes with one equivalent each of a thiol and a chiral thiolacid such as (R)-(-)-α-methoxyphenylthiolacetic acid in the presence of an acidic catalyst such as ZnI2 or p-toluenesulfonic acid yields diastereomeric mixed thioacetals in good yields which are generally readily separable. Subsequent deacylation at low temperature with sodium methoxide and alkylation of the resulting thiolate anion with a variety of electrophiles provides chiral dithioacetals with no loss of enantiomeric purity. © 1988.