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Enantiopure oxazolidinones as chiral acids in the asymmetric protonation of N-Boc pyrrole derived enolates

Chemical CommunicationsPublished 1 January 2004
David R. Carbery, Timothy J. Donohoe
Citations20
SJR quartileQ1
SJR score1.04
SNIP0.78

TL;DR

The first use of geminally disubstituted oxazolidinones as chiral protonating agents is described, able to directly protonate an enolate generated by the ammonia free partial reduction of an electron deficient pyrrole and give up to 68% ee in the pyrroline product.

Abstract

The first use of geminally disubstituted oxazolidinones as chiral protonating agents is described: these new acids are able to directly protonate an enolate generated by the ammonia free partial reduction of an electron deficient pyrrole and give up to 68% ee in the pyrroline product.

Keywords

Chemistry