4.4 Article

Fluoro alcohol as reaction medium:: one-pot synthesis of β-hydroxy sulfoxides from epoxides

Journal

TETRAHEDRON LETTERS
Volume 41, Issue 16, Pages 2895-2898

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(00)00305-1

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beta-Hydroxy sulfoxides were obtained in one-pot synthesis by the ring opening of oxiranes with thiols in hexafluoroisopropanol (HFIP) without any catalyst, followed by in situ oxidation under neutral conditions. The reaction is anti-selective. beta-Hydroxy sulfoxides were transformed by pyrolysis in the corresponding allylic alcohols. (C) 2000 Elsevier Science Ltd. Ail rights reserved.

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