Issue 6, 2019

1,2-Amino alcohol-dependent Petasis allylboration for racemic and chiral homoallylamines

Abstract

Petasis allylboration among an aldehyde, 1,2-amino alcohol and pinacolallylboronate has been successfully accomplished at room temperature without any catalysts. A proposed reaction pathway involving the allylboration of an in situ-generated imine through a six-membered chairlike transition state is suggested to understand the role of a positioned hydroxy group and the diastereoselective outcome.

Graphical abstract: 1,2-Amino alcohol-dependent Petasis allylboration for racemic and chiral homoallylamines

Supplementary files

Article information

Article type
Research Article
Submitted
31 Dec 2018
Accepted
28 Jan 2019
First published
30 Jan 2019

Org. Chem. Front., 2019,6, 751-755

1,2-Amino alcohol-dependent Petasis allylboration for racemic and chiral homoallylamines

Z. Lin, Y. Zhou, Z. Zhao, Y. Zhao, J. Liu and Y. Huang, Org. Chem. Front., 2019, 6, 751 DOI: 10.1039/C8QO01428K

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