Chemocontrolled reduction of α-keto esters by hydrides: A possible solution for selective reduction of the ester function
α-keto primary alcohols or α-silyloxy ketones have been obtained with a high level of selectivity from enolic α-keto esters in two steps, with the reduction of the α-silyloxy α,β-unsaturated ester by LiAlH4 as the key step. The methodology developed in this work represents a 'reversed' chemoselective reduction of the ester group instead of the keto of an enolic α-keto ester due to a one-pot sequential ester reduction-desilylation or silyl migration process.
Dalla,Catteau
p. 6497 - 6510
(2007/10/03)
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