Enantiopure 1,4-Diols and 1,4-Aminoalcohols via Stereoselective Acyclic Sulfoxide−Sulfenate Rearrangement
Organic Letters2011Vol. 13(9), pp. 2468–2471
Citations Over TimeTop 20% of 2011 papers
Abstract
Treatment of acyclic α-hydroxy and α-tosylamino sulfinyl dienes with amines affords enantiopure 1,4-diol or 1,4-hydroxysulfonamide derivatives in good yields and diastereoselectivities. This one-pot procedure entails a conjugate addition that triggers a diastereoselective sulfoxide-sulfenate [2,3]-sigmatropic rearrangement.
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