Issue 27, 2018

(2-Fluoroallyl)boronates: new reagents for diastereoselective 2-fluoroallylboration of aldehydes

Abstract

A Pd-catalyzed borylation of 2-fluoroallyl chlorides with B2pin2 in the presence of [(2-MeAll)PdCl]2/TMEDA or [(2-MeAll)Pd(IPr)Cl] was developed to afford (2-fluoroallyl)pinacolboronates with high Z-selectivity. The products proved to be useful for anti-selective 2-fluoroallylboration of aromatic and aliphatic aldehydes.

Graphical abstract: (2-Fluoroallyl)boronates: new reagents for diastereoselective 2-fluoroallylboration of aldehydes

Supplementary files

Article information

Article type
Communication
Submitted
11 May 2018
Accepted
21 Jun 2018
First published
21 Jun 2018

Org. Biomol. Chem., 2018,16, 4963-4967

(2-Fluoroallyl)boronates: new reagents for diastereoselective 2-fluoroallylboration of aldehydes

M. A. Novikov and O. M. Nefedov, Org. Biomol. Chem., 2018, 16, 4963 DOI: 10.1039/C8OB01103F

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