Total synthesis of aculeatins A and B via a tethered oxa-Michael approach

Chandrasekhar, S. ; Rambabu, Ch. ; Shyamsunder, T. (2007) Total synthesis of aculeatins A and B via a tethered oxa-Michael approach Tetrahedron Letters, 48 (27). pp. 4683-4685. 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.2007.05.026

Abstract

A stereocontrolled total synthesis of aculeatins A and B has been achieved in eight steps and in 15% overall yield. The key feature of this synthetic approach is the application of a Marouka allylation and tethered intramolecular oxa-Michael reaction to install the required stereocentres on the tetrahydropyran ring.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Aculeatin; Marouka Allylation; Oxa-michael Reaction; Spirocyclic Natural Products
ID Code:62371
Deposited On:22 Sep 2011 03:32
Last Modified:22 Sep 2011 03:32

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