Dynamic kinetic resolution of atropisomeric amides

Vincent Chan, Jeung Gon Kim, Ciril Jimeno, Patrick J. Carroll, Patrick J. Walsh

Research output: Contribution to journalArticlepeer-review

74 Scopus citations

Abstract

Equation presented. Using L-proline as catalyst in the asymmetric aldol reaction and a series of benzamides and naphthamides, we have accomplished a dynamic kinetic resolution that simultaneously establishes the stereochemistry of the atropisomeric amide's chiral axis and a stereogenic center. The enantioselectivities ranged from 82% to 95% and the diastereoselectivities from 2.1:1 to 7.0:1.

Original languageBritish English
Pages (from-to)2051-2053
Number of pages3
JournalOrganic Letters
Volume6
Issue number12
DOIs
StatePublished - 10 Jun 2004

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