Chemical Communications

Palladium-catalysed enantioselective α-hydroxylation of β-ketoesters

AMR Smith, D Billen, KKM Hii

Index: Smith, Alexander M.R.; Billen, Denis; Hii, King Kuok Chemical Communications, 2009 , # 26 p. 3925 - 3927

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Citation Number: 30

Abstract

Highly enantioselective α-hydroxylation of cyclic and acyclic 1,3-ketoesters can be achieved with up to 98% ee using a dicationic palladium(II) catalyst and dimethyldioxirane as oxidant. ... Fig. 1 Reported catalysts for enantioselective α-hydroxylation of β-ketoesters. ... Fig. 2 β-Ketoester substrates examined in this work. ... Using [(R-BINAP)Pd(OH 2 ) 2 ] 2+ [TfO] − 2 (1) 8 as the catalyst, dimethyldioxirane (DMD) was chosen as the source of electrophilic oxygen in ...