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

Yadav, Jhillu Singh ; Subba Reddy, Basi V. ; Venkateswara Rao, C. ; Vishweshwar Rao, K. (2002) Elemental iodine catalyzed [4 + 2] cycloaddition reactions of o-quinomethanes: an efficient synthesis of trans-fused pyrano [3, 2-c] benzopyrans Perkin Transactions 1 (11). pp. 1401-1404. ISSN 0300-922X

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Official URL: http://pubs.rsc.org/en/content/articlehtml/2002/p1...

Related URL: http://dx.doi.org/10.1039/B200193B

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.

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