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Letter

Reduction of β-Hydroxyketones by SmI₂/H₂O/Et₃N

Supporting Info

Todd A. Davis,^† Pramod R. Chopade,^† Göran Hilmersson,^‡ and Robert A. Flowers, II*^§

Department of Chemistry & Biochemistry, Texas Tech University, Lubbock, Texas 79409, Department of Chemistry, Gteborg University, SE-412 96 Gteborg, Sweden, and Department of Chemistry, Lehigh University, Bethlehem, Pennsylvania 18015

Org. Lett., 2005, 7 (1), pp 119–122

DOI: 10.1021/ol047835p

Publication Date (Web): December 15, 2004

†

Texas Tech University.

‡

Göteborg University.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Lehigh University.

, rof2@lehigh.edu

Abstract

Reduction of a series of β-hydroxyketones by SmI₂/H₂O/Et₃N provided 1,3-diols in quantitative yields. The reactions were exceedingly clean with no byproduct formation, negating the need for further purification. Most reactions provided moderate to excellent diastereoselectivity with syn-diols as the major isomer in most instances.

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