Seebach's oxazolidinone is a good catalyst for aldol reactions: Tetrahedron Lett.

Research output: Contribution to journalArticle

Abstract

Seebach's proline-derived oxazolidinone I overcomes (S)-proline and is at least as efficient as (S)-5-(pyrrolidin-2-yl)tetrazole in several organocatalytic aldol reactions examd. A quick exchange takes place between I and carbonyl compds. that gives bicyclic oxazolidinones, in equil. with the very minor active species (enamines). Maximum yields of the aldols (beta -hydroxy ketones) were achieved after 1-4 h when, with proline, they are attained after 30-48 h.

Bibliographical metadata

Original languageEnglish
Pages (from-to)5414-5418
Number of pages5
JournalTetrahedron Letters
Volume49
Publication statusPublished - 2008