Catalytic Lewis and Brønsted acid syn-diastereoselective benzylic substitutions of α-hydroxy-β-nitro- and α-hydroxy-β-azido-alkyl arenes.

Autor: Hensienne, Raphaël, Cusson, Jean-Philippe, Chénard, Étienne, Hanessian, Stephen
Předmět:
Zdroj: Canadian Journal of Chemistry; 2020, Vol. 98 Issue 6, p292-306, 15p
Abstrakt: The article discusses a study on the synthesis of a series of alkyl and alkenyl p-methoxy arenes with alpha, beta-disubstituted diamino and amino alcohol groups from beta-nitro and beta-azido benzylic alcohols in the presence of AuCl3 as catalyst. Highlights include general protocol for the acetylation of alcohols, mechanistic rationale for syn-diastereoselectivity, and preferred methods toward benzylic substitution.
Databáze: Complementary Index