A tosyliminium ion-based total synthesis of (±)-schefferine-Reference-Cited by-同舟云学术

A tosyliminium ion-based total synthesis of (±)-schefferine

Published:2000-09-01 Issue:9 Volume:78 Page:1165-1169
ISSN:0008-4042
Container-title:Canadian Journal of Chemistry
language:en
Short-container-title:Can. J. Chem.

Author:

Bianchi Darío A,Kaufman Teodoro S

Abstract

The synthesis of the phenolic tetrahydroprotoberberine alkaloid (±)-schefferine is reported, featuring as key steps a tosyliminium ion-mediated Friedel-Crafts alkylation of eugenol dimethyl ether and an intramolecular Mitsunobu-type amination.Key words: total synthesis, (±)-schefferine, natural product, tosyliminium ion, Mitsunobu amination.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Link

http://www.nrcresearchpress.com/doi/pdf/10.1139/v00-120

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