The first stereoselective total synthesis of (3S,4R)-dihydroxy-(6S)-undecyl-α-pyranone and total synthesis of (2S,3R,5S)-(−)-2,3-dihydroxytetradecan-5-olide

Sabitha, Gowravaram ; Nayak, Sambit ; Bhikshapathi, M. ; Yadav, J. S. (2009) The first stereoselective total synthesis of (3S,4R)-dihydroxy-(6S)-undecyl-α-pyranone and total synthesis of (2S,3R,5S)-(−)-2,3-dihydroxytetradecan-5-olide Tetrahedron Letters, 50 (38). pp. 5428-5429. 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.2009.07.058

Abstract

The first total synthesis of (3S,4R)-dihydroxy-(6S)-undecyl-α-pyranone 1 and total synthesis of (2S,3R,5S)-(−)-2,3-dihydroxytetradecan-5-olide 2 have been achieved in five steps in a highly stereoselective manner using Maruoka allylation, olefin cross-metathesis, and Sharpless asymmetric dihydroxylation as key steps.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Marine; Fungi; Maruoka Allylation; Cross-metathesis; Sharpless Dihydroxylation
ID Code:58768
Deposited On:02 Sep 2011 03:35
Last Modified:02 Sep 2011 03:35

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