Organocatalytic kinetic resolution of a planar-chiral ferrocenecarbaldehyde

Andrea Nekane Alba, Pilar Gómez-Sal, Ramon Rios, Albert Moyano

Research output: Contribution to journalArticlepeer-review

34 Scopus citations

Abstract

The proline-catalyzed aldol reaction of racemic 2-(2′-pyrimidyl)ferrocenecarbaldehyde with acetone in DMSO at room temperature constitutes as the first example of an organocatalytic kinetic resolution of a planar-chiral compound. The selectivity factor of the kinetic resolution is 9.2, and the stereochemical outcome of the process can be easily rationalized by the standard mechanistic model of the proline-catalyzed aldol reaction.

Original languageBritish English
Pages (from-to)1314-1318
Number of pages5
JournalTetrahedron Asymmetry
Volume20
Issue number11
DOIs
StatePublished - 19 Jun 2009

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