期刊
SYNLETT
卷 -, 期 3, 页码 461-464出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-2005-862369
关键词
hydroxy acids; O-H insertion; dirbodium(II) acetate; diazo compounds; asymmetric borane reduction
Two routes to optically active alpha-silyl-substituted alpha-hydroxyacetic acids are described. As a key step, the first utilizes O-H insertion reactions of (R)-and (S)-phenylethanol into benzyl 2-silyl-2-diazoacetates in the presence of [Rh-2(OAc)(4)]. Alternatively, asymmetric reductions of benzyl 2-silyl-2-oxoacetates using (R)Alpine-Boranee(R) afford the corresponding alpha-hydroxy esters with up to 91% ee.
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