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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Official URL: http://dx.doi.org/10.1016/S0040-4039(01)01436-8

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
Uncontrolled Keywords:natural products, annulation, lignans, horner-emmons, claisen condensationlignan lactones, 1-arylnaphthalene lignans, arylnaphthalene lignans, neolignans, 5-lipoxygenase, cyanohydrins, inhibitors, agents, entry, cells
Related URLs:http://dx.doi.org/10.1016/S004...01)01436-8
Subjects:Q Science
Q Science > QD Chemistry
Divisions:University Structure - Pre August 2011 > School of Chemistry
ePrint ID:19502
URI:http://eprints.soton.ac.uk/id/eprint/19502
Deposited On:14 Feb 2006
Last Modified:01 Jun 2011 07:13

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