Aldol-type condensation reactions of lithium eneselenolates generated from selenoamides with aldehydes

Abstract
Aldol-type condensation reactions of α-monosubstituted selenoamides with a variety of aldehydes are examined to furnish β-hydroxy selenoamides in good to high yields. The use of selenoamides derived from dibenzylamine exhibits high stereoselectivity. As for the reaction with aliphatic aldehydes selenoamides show better yields and selectivity compared with ordinary amides. Conversion of the resulting β-hydroxy selenoamides to 1,3-amino alcohols is also described.

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