Stereoselective synthesis of anti-1,3-diol units via Prins cyclisation: application to the synthesis of (−)-sedamine

Yadav, J. S. ; Sridhar Reddy, M. ; Purushothama Rao, P. ; Prasad, A. R. (2006) Stereoselective synthesis of anti-1,3-diol units via Prins cyclisation: application to the synthesis of (−)-sedamine Tetrahedron Letters, 47 (26). pp. 4397-4401. 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.2006.04.102

Abstract

The scope of the Prins cyclisation, the higher stereoselective synthesis of multisubstituted tetrahydropyrans from aldehydes and homoallylic alcohols, is expanded. A new approach for the stereoselective synthesis of polyketide precursors containing anti-1,3-diols, flanked by a variety of alkyl branches and functional groups is described. The approach is successfully exploited for the synthesis of (−)-sedamine.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Polyketide; 1,3-diol; Prins Cyclisation; Tetrahydropyrans
ID Code:58825
Deposited On:02 Sep 2011 03:22
Last Modified:02 Sep 2011 03:22

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