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).

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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
Digital Object Identifier (DOI): doi:10.1016/S0040-4039(01)01436-8
ISSNs: 0040-4039 (print)
Keywords: natural products, annulation, lignans, horner-emmons, claisen condensationlignan lactones, 1-arylnaphthalene lignans, arylnaphthalene lignans, neolignans, 5-lipoxygenase, cyanohydrins, inhibitors, agents, entry, cells
Subjects:
ePrint ID: 19502
Date :
Date Event
24 September 2001Published
Date Deposited: 14 Feb 2006
Last Modified: 16 Apr 2017 23:02
Further Information:Google Scholar
URI: http://eprints.soton.ac.uk/id/eprint/19502

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