First examples of proline-catalyzed domino Knoevenagel/hetero-Diels-Alder/elimination reactions

Sabitha, Gowravaram ; Fatima, Narjis ; Venkata Reddy, E. ; Yadav, J. S. (2005) First examples of proline-catalyzed domino Knoevenagel/hetero-Diels-Alder/elimination reactions Advanced Synthesis & Catalysis, 347 (10). pp. 1353-1355. ISSN 1615-4150

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/adsc.20...

Related URL: http://dx.doi.org/10.1002/adsc.200505144

Abstract

A novel and efficient one-pot synthesis of lactones (pyranones) has been achieved by domino Knoevenagel/hetero-Diels-Alder/elimination reactions of O- and N-prenyl aldehyde derivatives with Meldrum's acid in the presence of L- or D,L-proline. The reaction proceeds cleanly at room temperature to afford cis- or trans-fused products in good yields with high diastereoselectivity.

Item Type:Article
Source:Copyright of this article belongs to John Wiley and Sons.
Keywords:Domino Reaction; Lactones; Meldrum's Acid; Organocatalysis
ID Code:60454
Deposited On:09 Sep 2011 03:54
Last Modified:09 Sep 2011 03:54

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