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A tandem Heck reaction leading to a 26-membered carbocycle

A tandem Heck reaction leading to a 26-membered carbocycle
A tandem Heck reaction leading to a 26-membered carbocycle
Sequential inter- and intramolecular Heck reactions have been used to construct a 26-membered carbocycle. This new tandem reaction uses strain effects to advantage in biasing the first step towards intermolecular coupling. In the second step, the lack of strain in the formation of a large ring promotes this course over polymerisation.
palladium-catalyzed vinylation, phase-transfer conditions, organic halides, cyclic carbopalladation, solid support, cyclization, macrocyclization
0040-4039
9327-9329
Harrowven, D. C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Woodcock, T.
ea15fb10-d00f-44ea-944f-7da9f471724f
Howes, P. D.
23bd5ae7-2e44-47df-96be-51c8c4eee95f
Harrowven, D. C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Woodcock, T.
ea15fb10-d00f-44ea-944f-7da9f471724f
Howes, P. D.
23bd5ae7-2e44-47df-96be-51c8c4eee95f

Harrowven, D. C., Woodcock, T. and Howes, P. D. (2002) A tandem Heck reaction leading to a 26-membered carbocycle. Tetrahedron Letters, 43 (51), 9327-9329. (doi:10.1016/S0040-4039(02)02343-2).

Record type: Article

Abstract

Sequential inter- and intramolecular Heck reactions have been used to construct a 26-membered carbocycle. This new tandem reaction uses strain effects to advantage in biasing the first step towards intermolecular coupling. In the second step, the lack of strain in the formation of a large ring promotes this course over polymerisation.

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More information

Published date: 16 December 2002
Keywords: palladium-catalyzed vinylation, phase-transfer conditions, organic halides, cyclic carbopalladation, solid support, cyclization, macrocyclization
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Identifiers

Local EPrints ID: 19763
URI: http://eprints.soton.ac.uk/id/eprint/19763
DOI: doi:10.1016/S0040-4039(02)02343-2
ISSN: 0040-4039
PURE UUID: c50c5709-bc9d-4286-9997-364b79185138
ORCID for D. C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573

Catalogue record

Date deposited: 17 Feb 2006
Last modified: 16 Mar 2024 02:46

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Contributors

Author: D. C. Harrowven ORCID iD
Author: T. Woodcock
Author: P. D. Howes

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