Issue 82, 2020

Bi(OAc)3/chiral phosphoric acid catalyzed enantioselective allylation of seven-membered cyclic imines, dibenzo[b,f][1,4]oxazepines

Abstract

An efficient asymmetric allylation reaction of allylboronates with seven-membered cyclic imines, dibenzo[b,f][1,4]oxazepines, is described. The reaction, which is catalyzed by a Bi(OAc)3/CPA system, gives a range of chiral nitrogen-containing heterocycle structures in high yields and with good enantioselectivities. The conversion of these products to nitrogen-containing heterocycles is also demonstrated.

Graphical abstract: Bi(OAc)3/chiral phosphoric acid catalyzed enantioselective allylation of seven-membered cyclic imines, dibenzo[b,f][1,4]oxazepines

Supplementary files

Article information

Article type
Communication
Submitted
29 Aug 2020
Accepted
06 Sep 2020
First published
07 Sep 2020

Chem. Commun., 2020,56, 12383-12386

Bi(OAc)3/chiral phosphoric acid catalyzed enantioselective allylation of seven-membered cyclic imines, dibenzo[b,f][1,4]oxazepines

L. Cai, Y. Pan, L. Chen, J. Cheng and X. Li, Chem. Commun., 2020, 56, 12383 DOI: 10.1039/D0CC05855F

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