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Review | Special issue | Vol 86, No. 1, 2012, pp.89-116
Published online, 9th August, 2012
DOI: 10.3987/REV-12-SR(N)2
Synthesis of Two Neurokinin NK1 Receptor Antagonists: (+)-L-733,060 and (-)-L-733,061

Anne Cochi, Domingo Gomez Pardo, and Janine Cossy*

*Laboratoire de Chimie Organique, ESPCI, 10, rue Vauquelin
75231 PARIS Cedex 05, France

Abstract

This review describes synthetic approaches to (+)-L-733,060 and (–)-L-733,061 reported since 1994, focusing on methods allowing the construction and control of the two stereogenic centers. The methods are divided into three groups: (1) resolution of racemates (chemical or enzymatic resolution), (2) diastereoselective reactions using chiral pools or auxiliaries, and (3) enantioselective reactions (aminohydroxylation, epoxidation, deprotonation, allylic amination, aza-Henry reaction, vinylogous aldolization).