First stereoselective total synthesis of Goniothalesdiol A

Yadav, J. S. ; Rami Reddy, N. ; Harikrishna, V. ; Subba Reddy, B. V. (2009) First stereoselective total synthesis of Goniothalesdiol A Tetrahedron Letters, 50 (12). pp. 1318-1320. 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.2009.01.050

Abstract

The first total synthesis of Goniothalesdiol A, isolated from the stems of Goniothalamus amuyon (Annonaceae) is reported. The C2 stereocentre and C3/C4 syn diol were created by a Sharpless kinetic resolution followed by acetonide formation. The tetrahydropyran ring was formed and the C6 stereocentre was fixed by intramolecular oxy-Michael addition.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Pyran; Stereoselective; Chan Alkyne Reduction; Sharpless Kinetic Resolution; Epoxide Opening; Oxy-Michael Addition
ID Code:58933
Deposited On:02 Sep 2011 03:33
Last Modified:02 Sep 2011 03:33

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