Molecular iodine-catalyzed, one-pot, diastereoselective synthesis of 4-amido tetrahydropyrans

Sabitha, Gowravaram ; Bhikshapathi, M. ; Nayak, Sambit ; Yadav, J. S. (2010) Molecular iodine-catalyzed, one-pot, diastereoselective synthesis of 4-amido tetrahydropyrans Synthetic Communications, 41 (1). pp. 8-15. ISSN 0039-7911

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Official URL: http://www.tandfonline.com/doi/abs/10.1080/0039791...

Related URL: http://dx.doi.org/10.1080/00397910903422534

Abstract

A simple and efficient one-pot synthesis of symmetrical 4-amido tetrahydropyrans via the Sakurai-Prins-Ritter reaction sequence using molecular iodine as catalyst from an aldehyde and allyltrimethylsilane in acetonitrile is described. This new method has the advantage of good to excellent yields (60-98%) and short reaction times (20-150 min) at ambient temperature with high diastereoselectivity.

Item Type:Article
Source:Copyright of this article belongs to Taylor and Francis Group.
Keywords:Aldehydes; Allyltrimethylsilane; Diastereoselectivity; Iodine; Sakurai-prins-ritter; Tetrahydropyrans
ID Code:62712
Deposited On:24 Sep 2011 05:01
Last Modified:24 Sep 2011 05:01

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