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Studies on pyrrolidinones. Synthesis and cyclization of N-[α-naphthyl-(3,4,5-trimethoxyphenyl)-methyl]pyroglutamic acid

✍ Scribed by Anne Legrand; Benoît Rigo; Jean-Pierre Hénichart; Bernadette Norberg; Fabrice Camus; FranÇOis Durant; Daniel Couturier

Publisher
Journal of Heterocyclic Chemistry
Year
2000
Tongue
English
Weight
871 KB
Volume
37
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Condensation of trimethoxyphenyl naphthylcarbinol trimethylsilyl ether with methyl N‐trimethylsilyl‐pyroglutamate yields two separable esters. The Friedel‐Crafts cyclization of the acids obtained after saponification gives analogs of azapodophylloxin. Reduction and treatment of the obtained products with hydrobromic acid yields analogs of azatoxin.

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