Organic Letters p. 188 - 191 (2010)
Update date:2022-07-30
Topics:
Zamfir, Alexandru
Tsogoeva, Svetlana B.
Chemical Equation Presented A first organocatalytic enantioselective route was developed for the conversion of readily prepared and air stable aliphatic hydrazones to synthetically valuable α- hydrazinonitriles. This BINOL-phosphate catalyzed Strecker-type reaction (see scheme, Ar = ρ-N02-Ph) provides a new practical and direct route to α-hydrazino acids of synthetic and biological importance. The actually active catalyst is proposed to be an in situ formed O-silylated BINOL-phosphate, thus shifting the nature of catalysis from Bronsted acid to Lewis acid organocatalysis.
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