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Brønsted Acid-Catalyzed General Petasis Allylation and Isoprenylation of Unactivated Ketones.

Yang ZhouZhen-Ni ZhaoYu-Long ZhangJun LiuQuan YuanUwe SchneiderYi-Yong Huang
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2020)
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.
Keyphrases
  • room temperature
  • gram negative