A macrolactonisation approach to the cembrane carbocycle of bielschowskysin

Yang, Eugene G. and Sekar, Karthik and Lear, Martin J. (2013) A macrolactonisation approach to the cembrane carbocycle of bielschowskysin. Tetrahedron Letters, 54 (33). pp. 4406-4408. ISSN 0040-4039

Full content URL: http://dx.doi.org/10.1016/j.tetlet.2013.06.012

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Abstract

By judicious choice of a conformationally constraining unit to predispose cyclisation to a 15-membered ring, we present a straightforward strategy to a cembranolide precursor of bielschowskysin by the Sonogashira coupling of two readily prepared fragments (from D-glucose and L-malic acid) followed by a facile beta-acylketene macrolactonisation reaction.

Keywords:Bielschowskysin, Acyl ketene, Furanocembranoid, Macrocyclisation, Sonogashira
Subjects:F Physical Sciences > F160 Organic Chemistry
Divisions:College of Science > School of Chemistry
ID Code:17100
Deposited On:16 Apr 2015 12:55

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