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Stereoselective Michael−Aldol Tandem Reaction of Phenylselenomagnesium Bromide with Acetylenic Sulfones and Aldehydes. An Efficient Synthesis of Polyfunctionalized Allylic Alcohols
journal contribution
posted on 2002-03-22, 00:00 authored by Xian Huang, Meihua XieA mixture of phenylselenomagnesium bromide, an acetylenic sulfone, and an aldehyde in THF/CH2Cl2 afforded Michael−aldol tandem adduct,
i.e., (Z)-β-phenylseleno-α-(p-tolylsulfonyl)allylic alcohol, in good yield with high stereoselectivity. The stereoselectivity greatly depended on
solvent.