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

✍ Scribed by Gowravaram Sabitha; G. Chandrashekhar; K. Yadagiri; J.S. Yadav

Publisher: Elsevier Science
Year: 2010
Tongue: French
Weight: 214 KB
Volume: 51
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2010.05.063

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✦ Synopsis

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 a-aminooxylation and Horner-Wadsworth-Emmons (HWE) olefination followed by Yamaguchi lactonization are used as the key reaction steps.

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