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Diels-Alder reaction of in-situ generated 2-methoxycarbonyl-p-quinone with D-glucose based dienes: A new approach to forskolin

Authors

Aloka Mukhopadhyay, SM Ali, Mashkoor Husain, SN Suryawanshi, DS Bhakuni

Publication date

1989/1/1

Journal

Tetrahedron letters

Volume

Issue

Pages

1853-1856

Publisher

Pergamon

Description

Diels-Alder reaction of 2-methoxycarbonyl-p-quinone 3 with D-glucose based dienes 4 (a–h) furnished cis-adducts 10 (a–h) in a stereo-and regiospecific manner. Chemical transformation of 10 afforded 11–15. Compounds 12, 13 and 15 are key intermediates in the proposed synthesis of forskolin.

Total citations

Cited by 40

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Diels-Alder reaction of in-situ generated 2-methoxycarbonyl-p-quinone with D-glucose based dienes: A new approach to forskolin

A Mukhopadhyay, SM Ali, M Husain, SN Suryawanshi… - Tetrahedron letters, 1989