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Issue 6, 2019
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1,2-Amino alcohol-dependent Petasis allylboration for racemic and chiral homoallylamines

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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

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Publication details

The article was received on 31 Dec 2018, accepted on 28 Jan 2019 and first published on 30 Jan 2019


Article type: Research Article
DOI: 10.1039/C8QO01428K
Citation: Org. Chem. Front., 2019,6, 751-755

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    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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