Enantioselective synthesis of (+)-patulolide C via proline-catalyzed sequential α-aminooxylation and Horner-Wadsworth-Emmons olefination

Sabitha, Gowravaram ; Chandrashekhar, G. ; Yadagiri, K. ; Yadav, J. S. (2010) Enantioselective synthesis of (+)-patulolide C via proline-catalyzed sequential α-aminooxylation and Horner-Wadsworth-Emmons olefination Tetrahedron Letters, 51 (29). pp. 3824-3826. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2010.05.063

Abstract

The enantioselective total synthesis of (+)-patulolide C isolated from Penicillium urticae has been achieved from commercially available 9-decen-1-ol. Jacobsen's kinetic resolution and sequential α-aminooxylation and Horner-Wadsworth-Emmons (HWE) olefination followed by Yamaguchi lactonization are used as the key reaction steps.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Macrolide; Macmillan α-hydroxylation; Nitrosobenzene; D-proline; Yamaguchi Lactonization; HWE
ID Code:60410
Deposited On:09 Sep 2011 03:56
Last Modified:09 Sep 2011 03:56

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