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A stereoselective cyclization to carbafuranose derivatives starting from 1,4-bis-epoxides

A stereoselective cyclization to carbafuranose derivatives starting from 1,4-bis-epoxides
A stereoselective cyclization to carbafuranose derivatives starting from 1,4-bis-epoxides
A concise synthesis of highly functionalized cyclopentane derivatives via a Brook rearrangement mediated stereoselective linchpin cyclization reaction involving tert-butyldimethylsilyl-1,3-dithianyllithium and homochiral 1,4-bis-epoxides is described.
multicomponent linchpin couplings, metal-halogen exchange, carbocyclic, nucleosides, brook rearrangement, in-vitro, analogs, hiv, strategies, inhibitor, arabitol
1523-7060
5183-5186
Leung, Leo M. H.
09d74d73-2251-4462-b171-27098a810519
Boydell, A. James
e7ecce9e-6700-4ace-91e6-cc648b353caf
Gibson, Vicky
c2078543-eead-4d7e-9e4b-be193c78f09e
Light, Mark E.
13b5eb33-3114-4fb7-8500-90ce69e9933c
Linclau, Bruno
172ac6fb-139d-4c3c-8bac-902420150d6a
Leung, Leo M. H.
09d74d73-2251-4462-b171-27098a810519
Boydell, A. James
e7ecce9e-6700-4ace-91e6-cc648b353caf
Gibson, Vicky
c2078543-eead-4d7e-9e4b-be193c78f09e
Light, Mark E.
13b5eb33-3114-4fb7-8500-90ce69e9933c
Linclau, Bruno
172ac6fb-139d-4c3c-8bac-902420150d6a

Leung, Leo M. H., Boydell, A. James, Gibson, Vicky, Light, Mark E. and Linclau, Bruno (2005) A stereoselective cyclization to carbafuranose derivatives starting from 1,4-bis-epoxides. Organic Letters, 7 (23), 5183-5186. (doi:10.1021/ol052009h).

Record type: Article

Abstract

A concise synthesis of highly functionalized cyclopentane derivatives via a Brook rearrangement mediated stereoselective linchpin cyclization reaction involving tert-butyldimethylsilyl-1,3-dithianyllithium and homochiral 1,4-bis-epoxides is described.

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More information

Submitted date: 19 August 2005
Published date: 10 November 2005
Keywords: multicomponent linchpin couplings, metal-halogen exchange, carbocyclic, nucleosides, brook rearrangement, in-vitro, analogs, hiv, strategies, inhibitor, arabitol

Identifiers

Local EPrints ID: 20848
URI: http://eprints.soton.ac.uk/id/eprint/20848
ISSN: 1523-7060
PURE UUID: 7cb17f66-5ccb-4d6d-b8b5-ca27ee963778

Catalogue record

Date deposited: 02 Mar 2006
Last modified: 15 Jul 2019 19:25

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