The α-ketoester 4a, prepared in 3 steps from (R,R)-1,2-diphenylethane- 1,2-diol can be reduced with several agents providing the corresponding α- hydroxyester 5 with diastereoselectivities up to 56%. This selectivity has been interpreted as due to carbonyl face-shielding by the stacked OCH2Ph moiety of 4a.
Monobenzylether of (R,R)-1,2-Diphenylethane-1,2-diol as Chiral Auxiliary in the Diastereoselective Reduction of a-Ketoesters
SUPERCHI, Stefano;CONTURSI, Michela;ROSINI, Carlo
1998-01-01
Abstract
The α-ketoester 4a, prepared in 3 steps from (R,R)-1,2-diphenylethane- 1,2-diol can be reduced with several agents providing the corresponding α- hydroxyester 5 with diastereoselectivities up to 56%. This selectivity has been interpreted as due to carbonyl face-shielding by the stacked OCH2Ph moiety of 4a.File in questo prodotto:
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