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An intramolecular Pauson–Khand approach to the synthesis of chiral cyclopentadienes

An intramolecular Pauson–Khand approach to the synthesis of chiral cyclopentadienes
An intramolecular Pauson–Khand approach to the synthesis of chiral cyclopentadienes
A procedure for the synthesis of chirally-substituted cyclopentadienes has been developed by employing the intramolecular Pauson-Khand reaction of chiral amides derived from 8-nonen-2-ynoic acid. Hydride-mediated reduction of the resulting cyclopentenone adducts followed by acid-catalysed dehydration leads to the formation of the corresponding cyclopentadienes in good overall yield.
0040-4039
1023-1026
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Pericàs, Miquel A
c7be3943-80b0-43b3-80d9-a56fbefa9177
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Pericàs, Miquel A
c7be3943-80b0-43b3-80d9-a56fbefa9177

Rios, Ramon, Moyano, Albert and Pericàs, Miquel A (2002) An intramolecular Pauson–Khand approach to the synthesis of chiral cyclopentadienes. Tetrahedron Letters, 43 (6), 1023-1026. (doi:10.1016/S0040-4039(01)02328-0).

Record type: Article

Abstract

A procedure for the synthesis of chirally-substituted cyclopentadienes has been developed by employing the intramolecular Pauson-Khand reaction of chiral amides derived from 8-nonen-2-ynoic acid. Hydride-mediated reduction of the resulting cyclopentenone adducts followed by acid-catalysed dehydration leads to the formation of the corresponding cyclopentadienes in good overall yield.

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More information

Published date: 4 February 2002
Organisations: Chemistry

Identifiers

Local EPrints ID: 348001
URI: http://eprints.soton.ac.uk/id/eprint/348001
ISSN: 0040-4039
PURE UUID: 95f4d8ed-48c6-4154-b249-ab05108e8bb7
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

Catalogue record

Date deposited: 05 Feb 2013 11:26
Last modified: 29 Oct 2019 01:40

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