Highly diastereoselective desymmetrisation of cyclic meso-anhydrides and derivatisation for use in natural product synthesis

Evans, Amanda C. and Longbottom, Deborah A. and Matsuoka, Masato and Davies, John E. and Turner, Richard and Franckevicius, Vilius and Ley, Steven V. (2009) Highly diastereoselective desymmetrisation of cyclic meso-anhydrides and derivatisation for use in natural product synthesis. Organic and Biomolecular Chemistry, 7 (4). pp. 747-760. ISSN 1477-0520

Full text not available from this repository.

Abstract

A new and efficient desymmetrisation of succinic and glutaric cyclic meso-anhydrides is described, providing excellent yields and diastereoselectivities in most cases. Derivatisation of the desymmetrised products is demonstrated by their conversion into mono-protected 1,4-diols. General synthetic utility of the method is established by its application towards a key fragment in the total synthesis of the immunosuppressant antitumour natural product, rapamycin.

Item Type: Journal Article
Journal or Publication Title: Organic and Biomolecular Chemistry
Uncontrolled Keywords: /dk/atira/pure/subjectarea/asjc/1600/1606
Subjects:
ID Code: 62816
Deposited By: ep_importer_pure
Deposited On: 15 Mar 2013 16:33
Refereed?: Yes
Published?: Published
Last Modified: 07 Jan 2020 03:47
URI: https://eprints.lancs.ac.uk/id/eprint/62816

Actions (login required)

View Item View Item