Journal
TETRAHEDRON LETTERS
Volume 50, Issue 27, Pages 3783-3785Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.04.026
Keywords
Macrolides; Aspergillides; Mukaiyama C-glycosidation; Cross metathesis; Yamaguchi macrolactonization; Brown asymmetric allylation
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Funding
- Spanish Ministry of Science and Technology [CTQ2005-06688-C02-01, CTQ2005-06688-C02-02]
- Conselleria de Educacion
- Ciencia y Empresa de la Generalitat Valenciana [ACOMP07/023]
- BANCAJA-UJI Foundation [PI-1B-2008-14]
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A total, stereoselective synthesis of the cytotoxic macrolide aspergillide B has been performed. A cross metathesis and a C-glycosidation via a Mukaiyama-type aldol reaction were key features of the synthesis. The macrocyclic lactone ring was created by means of the Yamaguchi procedure. (C) 2009 Elsevier Ltd. All rights reserved.
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