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Brønsted Acid‐Catalyzed General Petasis Allylation and Isoprenylation of Unactivated Ketones
Author(s) -
Zhou Yang,
Zhao ZhenNi,
Zhang YuLong,
Liu Jun,
Yuan Quan,
Schneider Uwe,
Huang YiYong
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202001594
Subject(s) - prenylation , catalysis , brønsted–lowry acid–base theory , chemistry , combinatorial chemistry , organic chemistry , enzyme
Abstract Brønsted acid‐catalyzed general Petasis allylation and isoprenylation of unactivated ketones were developed by using o ‐hydroxyaniline and the corresponding pinacolyl boronic esters. This robust methodology provided access to a broad variety of quaternary homoallylic amines and dienyl amines in high yields, proved to be applicable to a gram‐scale synthesis, and allowed the synthesis of a potentially bioactive quaternary homoallylic aminodiol.