Incorporation of Peptide Isosteres into Enantioselective Peptide-Based Catalysts as Mechanistic Probes.

Angew Chem Int Ed Engl

Department of Chemistry, Boston College Chestnut Hill, MA 02467-3860 (USA) Fax: (+1) 617-552-3620.

Published: August 2001

Olefinic analogues of effective peptide-based catalysts for the kinetic resolution of functionalized racemic secondary alcohols have been synthesized. The isosteric replacement of the peptide amide bond in 1 with an (E)-alkene to form 2 has enabled the evaluation of the kinetic role of particular amides within these catalysts.

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http://dx.doi.org/10.1002/1521-3773(20010803)40:15<2824::AID-ANIE2824>3.0.CO;2-JDOI Listing

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