Iodotrimethylsilane induced diastereoselective synthesis of tetrahydropyranones by a tandem Knoevenagel-Michael reaction

Sabitha, Gowravaram ; Kiran Kumar Reddy, G. S. ; Rajkumar, M. ; Yadav, J. S. ; Ramakrishna, K. V. S. ; Kunwar, A. C. (2003) Iodotrimethylsilane induced diastereoselective synthesis of tetrahydropyranones by a tandem Knoevenagel-Michael reaction Tetrahedron Letters, 44 (40). pp. 7455-7457. 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.2003.08.020

Abstract

The synthesis of multifunctionalized tetrahydropyranones has been achieved at room temperature with iodotrimethylsilane by a tandem Knoevenagel condensation of aldehydes with aldol adducts prepared from β-keto esters and aldehydes, followed by a Michael reaction. The reactions are highly diastereoselective affording a single isomer in high yields.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Aldol Products; Iodotrimethylsilane; Knoevenagel; Michael Reaction; THPs
ID Code:58862
Deposited On:02 Sep 2011 03:18
Last Modified:02 Sep 2011 03:18

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