Synthesis of Alpha,beta-unsaturated Gamma-lactams Via Asymmetric Iridium-catalysed Allylic Substitution

Overview

Journal Org Biomol Chem

Publisher Royal Society of Chemistry

Specialties Biochemistry
Chemistry

Date 2007 Jul 20

PMID 17637953

Citations 6

Authors

Stephanie Spiess

Carola Berthold

Robert Weihofen

Gunter Helmchen

Affiliations

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Abstract

Syntheses of alpha,beta-unsaturated gamma-lactams are described that are based on ring-closing metathesis in combination with enantioselective Ir-catalysed allylic amination using N-Boc-N-(but-2-enoyl)-amine as a pronucleophile. As an example application, the synthesis of a Baclofen analogue is presented.

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Regio- and Enantioselective Iridium-Catalyzed Amination of Racemic Branched Alkyl-Substituted Allylic Acetates with Primary and Secondary Aromatic and Heteroaromatic Amines.

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