Issue 11, 2002

Elemental iodine catalyzed [4 + 2] cycloaddition reactions of o-quinomethanes: an efficient synthesis of trans-fused pyrano[3,2-c]benzopyrans

Abstract

Elemental iodine has been utilized as an efficient catalyst for the intramolecular[4 + 2]cycloaddition of o-quinomethanes generated in situ from o-hydroxybenzaldehydes and unsaturated alcohol in the presence of trimethyl orthoformate to afford the corresponding trans-annelated pyrano[3,2-c]benzopyrans in high yields with high diastereoselectivity

Graphical abstract: Elemental iodine catalyzed [4 + 2] cycloaddition reactions of o-quinomethanes: an efficient synthesis of trans-fused pyrano[3,2-c]benzopyrans

Article information

Article type
Paper
Submitted
04 Jan 2002
Accepted
18 Apr 2002
First published
01 May 2002

J. Chem. Soc., Perkin Trans. 1, 2002, 1401-1404

Elemental iodine catalyzed [4 + 2] cycloaddition reactions of o-quinomethanes: an efficient synthesis of trans-fused pyrano[3,2-c]benzopyrans

J. S. Yadav, B. V. S. Reddy, C. V. Rao and K. V. Rao, J. Chem. Soc., Perkin Trans. 1, 2002, 1401 DOI: 10.1039/B200193B

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