Studies in Lewis acid and LiClO4 (or Nafion-H) catalysed ionic Diels-Alder reactions of chiral and achiral olefinic acetals respectively

Kumareswaran, R. ; Vankar, Padma S. ; Venkat Ram Reddy, M. ; Pitre, Sangeeta V. ; Roy, Raja ; Vankar, Yashwant D. (1999) Studies in Lewis acid and LiClO4 (or Nafion-H) catalysed ionic Diels-Alder reactions of chiral and achiral olefinic acetals respectively Tetrahedron, 55 (4). pp. 1099-1110. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4020(98)01088-6

Abstract

Chiral olefinic acetals derived from crotonaldehyde undergo ionic Diels-Alder reaction giving the corresponding cycloadducts in moderate to good diastereoselectivities. A variety of achiral olefinic acetals react with isoprene and cyclopentadiene to form the cycloadducts in good to excellent yields when catalysed by 4M LiClO4 in nitromethane or by Nafion-H in dichloromethane.

Item Type:Article
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ID Code:58292
Deposited On:31 Aug 2011 06:36
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