Simple and Efficient Preparation of Enantiopure Alkyl α-Hydroxyalkyl Ketones

Mònica Ferreró; Marta Galobardes; Ricardo Martín; Tomàs Montes; Pedro Romea; Roser Rovira; Fèlix Urpí; Jaume Vilarrasa

doi:10.1055/s-2000-7611

Synthesis 2000; 2000(11): 1608-1614
DOI: 10.1055/s-2000-7611

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Simple and Efficient Preparation of Enantiopure Alkyl α-Hydroxyalkyl Ketones

Mònica Ferreró^* , Marta Galobardes, Ricardo Martín, Tomàs Montes, Pedro Romea, Roser Rovira, Fèlix Urpí, Jaume Vilarrasa

^*Departament de Química Orgànica, Universitat de Barcelona, Martí i Franqués 1, 08028 Barcelona, Catalonia, Spain; Fax + 34 3 3397878; E-mail: promea@qo.ub.es

Abstract

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The acylation reaction of organolithium reagents with pyrrolidine-derived α-benzyloxy and α-silyloxy carboxamides provides a simple and high-yielding method for the preparation of enantiopure α-benzyloxy and α-silyloxy ketones.

α-benzyloxy ketones - α-silyloxy ketones - acylations - pyrrolidine amides - organolithium reagents

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