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ChemInform Abstract: Chemistry of O-Silylated Ketene Acetals: Stereocontrolled Synthesis of 2-Deoxy- and 2-Deoxy-2-C-alkyl-erythro-pentoses.
First published: June 21, 1988
Abstract
Diastereoselective aldol reaction of isopropylideneglyceraldehydes such as the D-isomer (I) with the ketene silyl acetals (II) gives the corresponding β-siloxy esters D-(III) with predominance of the anti-isomers.
ChemInform Abstract
Diastereoselective aldol reaction of isopropylideneglyceraldehydes such as the D-isomer (I) with the ketene silyl acetals (II) gives the corresponding β-siloxy esters D-(III) with predominance of the anti-isomers. Conversion of D-(IIIa) to deoxy riboses such as (V) is achieved by mild saponification followed by acylation. Further examples are given in the original paper.
