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

DOI: 10.1016/S0040-4020(98)01088-6

Source and publish data:

Tetrahedron p. 1099 - 1110 (1999)

Update date:2022-08-04

Topics:

Authors:

Kumareswaran

Vankar, Padmar S.

Reddy, M. Venkat Ram

Pitre, Sangeeta V.

Raja, Roy

Vankar, Yashwant D.

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Article abstract of DOI:10.1016/S0040-4020(98)01088-6

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.

Full text of DOI:10.1016/S0040-4020(98)01088-6

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