The University of Southampton
University of Southampton Institutional Repository

A new approach to the pseudopterosins using an arene alkylation with a gamma-methylene-gamma-butyrolactone

A new approach to the pseudopterosins using an arene alkylation with a gamma-methylene-gamma-butyrolactone
A new approach to the pseudopterosins using an arene alkylation with a gamma-methylene-gamma-butyrolactone
A short and practical route to the tricyclic core of an unnatural pseudopterosin diastereoisomer is presented. Key features are an arene alkylation with a gamma -methylene-gamma -butyrolactone, viz. 10 --> 14, and an elaborate reduction sequence 14 --> 17 which both proceed diastereoselectively.
annulation, cyclisation, lactones, natural products, terpenes and terpenoidsenantioselective synthesis, stereochemistry, route, functionality, intermediate, elisabethae, chemistry, aglycone
0040-4039
1193-1195
Harrowven, D. C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Wilden, J. D.
c856b6d1-87fa-47f9-bbb7-08eeae14d5b5
Tyte, M. J.
4f091524-6ed0-49f5-baa4-34ea8b7bcf82
Hursthouse, M. B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Coles, S. J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Harrowven, D. C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Wilden, J. D.
c856b6d1-87fa-47f9-bbb7-08eeae14d5b5
Tyte, M. J.
4f091524-6ed0-49f5-baa4-34ea8b7bcf82
Hursthouse, M. B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Coles, S. J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8

Harrowven, D. C., Wilden, J. D., Tyte, M. J., Hursthouse, M. B. and Coles, S. J. (2001) A new approach to the pseudopterosins using an arene alkylation with a gamma-methylene-gamma-butyrolactone. Tetrahedron Letters, 42 (6), 1193-1195. (doi:10.1016/S0040-4039(00)02207-3).

Record type: Article

Abstract

A short and practical route to the tricyclic core of an unnatural pseudopterosin diastereoisomer is presented. Key features are an arene alkylation with a gamma -methylene-gamma -butyrolactone, viz. 10 --> 14, and an elaborate reduction sequence 14 --> 17 which both proceed diastereoselectively.

Full text not available from this repository.

More information

Published date: 5 February 2001
Keywords: annulation, cyclisation, lactones, natural products, terpenes and terpenoidsenantioselective synthesis, stereochemistry, route, functionality, intermediate, elisabethae, chemistry, aglycone

Identifiers

Local EPrints ID: 19511
URI: http://eprints.soton.ac.uk/id/eprint/19511
ISSN: 0040-4039
PURE UUID: a4c0b83d-4ae4-4221-baa1-aa691aadbdb4
ORCID for D. C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573
ORCID for S. J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 14 Feb 2006
Last modified: 20 Jul 2019 01:19

Export record

Altmetrics

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of http://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×