Issue 15, 2007

Synthesis of α,β-unsaturated γ-lactams via asymmetric iridium-catalysed allylic substitution

Abstract

Syntheses of α,β-unsaturated γ-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.

Graphical abstract: Synthesis of α,β-unsaturated γ-lactams via asymmetric iridium-catalysed allylic substitution

Supplementary files

Article information

Article type
Communication
Submitted
06 Jun 2007
Accepted
15 Jun 2007
First published
26 Jun 2007

Org. Biomol. Chem., 2007,5, 2357-2360

Synthesis of α,β-unsaturated γ-lactams via asymmetric iridium-catalysed allylic substitution

S. Spiess, C. Berthold, R. Weihofen and G. Helmchen, Org. Biomol. Chem., 2007, 5, 2357 DOI: 10.1039/B708571K

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