A Sakurai-Prins-Ritter reaction sequence for the diastereoselective synthesis of 4-amidotetrahydropyrans catalyzed by bismuth triflate

Sabitha, Gowravaram ; Bhikshapathi, M. ; Nayak, Sambit ; Yadav, J. S. ; Ravi, R. ; Kunwar, A. C. (2008) A Sakurai-Prins-Ritter reaction sequence for the diastereoselective synthesis of 4-amidotetrahydropyrans catalyzed by bismuth triflate Tetrahedron Letters, 49 (40). pp. 5727-5731. 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.2008.07.079

Abstract

The synthesis of 4-amidotetrahydropyrans has been achieved by a single-step Sakurai-Prins-Ritter reaction sequence in a domino fashion by the reaction of an aldehyde and allyltrimethylsilane in acetonitrile using Bi(OTf)3 as catalyst. The present synthesis is highly efficient and diastereoselective.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Tetrahydropyrans; Diastereoselectivity; Aldehydes; Allyltrimethylsilane; Bi(OTf)3·4H2O; Sakurai-Prins-Ritter
ID Code:59536
Deposited On:07 Sep 2011 05:49
Last Modified:07 Sep 2011 05:49

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