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Model studies towards the total synthesis of the anticancer agent roseophilin

journal contribution
posted on 2023-06-08, 07:05 authored by Eddy Viseux, P J Parsons, J B J Pavey, C M Carter, I Pinto
In our new approach to the anticancer agent roseophilin (1), a concise, stereocontrolled synthesis of the bicyclic model system 16 was achieved. Key steps include a diastereoselective Ireland-Claisen rearrangement and a stereoselective construction of the hexahydro-cyclopenta[b]pyrrol-6-one core via a tandem intramolecular aza-Wittig/[3+2]-cycloaddition sequence

History

Publication status

  • Published

Journal

SYNLETT

ISSN

0936-5214

Publisher

Thieme

Issue

12

Volume

2003

Page range

1856-1858

Pages

3.0

Department affiliated with

  • Chemistry Publications

Notes

EMEV did virtually all the synthetic work and co wrote the paper. This paper features an original tandem aza-Wittig / 1,3-dipolar cycloaddition to assemble bicyclic cores with full control over four chiral centers. This is currently applied to a route towards the total synthesis of the anticancer agent roseophilin.

Full text available

  • No

Peer reviewed?

  • Yes

Legacy Posted Date

2012-02-06

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