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Total syntheses of justicidin B and retrojusticidin B using a tandem Horner-Emmons-Claisen condensation sequence

Harrowven, D. C., Bradley, M., Castro, J. L. and Flanagan, S. R. (2001) Total syntheses of justicidin B and retrojusticidin B using a tandem Horner-Emmons-Claisen condensation sequence Tetrahedron Letters, 42, (39), pp. 6973-6975. (doi:10.1016/S0040-4039(01)01436-8).

Record type: Article

Abstract

Short syntheses of justicidin B 1 and retrojusticidin B 4 are reported. The key feature is a new annulation reaction, involving a base induced union of ketoaldehyde 2 and phosphonate 3. that is used to construct the highly substituted naphthalene core.

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Published date: 24 September 2001
Keywords: natural products, annulation, lignans, horner-emmons, claisen condensationlignan lactones, 1-arylnaphthalene lignans, arylnaphthalene lignans, neolignans, 5-lipoxygenase, cyanohydrins, inhibitors, agents, entry, cells

Identifiers

Local EPrints ID: 19502
URI: http://eprints.soton.ac.uk/id/eprint/19502
ISSN: 0040-4039
PURE UUID: 4bb292f9-7435-412f-98b7-a338a65c2582

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Date deposited: 14 Feb 2006
Last modified: 17 Jul 2017 16:31

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Contributors

Author: D. C. Harrowven
Author: M. Bradley
Author: J. L. Castro
Author: S. R. Flanagan

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