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), 6973-6975. (doi:10.1016/S0040-4039(01)01436-8).

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Description/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.

Item Type: Article
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Keywords: natural products, annulation, lignans, horner-emmons, claisen condensationlignan lactones, 1-arylnaphthalene lignans, arylnaphthalene lignans, neolignans, 5-lipoxygenase, cyanohydrins, inhibitors, agents, entry, cells
Subjects: Q Science
Q Science > QD Chemistry
Divisions: University Structure - Pre August 2011 > School of Chemistry
ePrint ID: 19502
Date Deposited: 14 Feb 2006
Last Modified: 27 Mar 2014 18:09
URI: http://eprints.soton.ac.uk/id/eprint/19502

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