Issue 48, 2021

Enantioselective hydrophosphonylation of N-Boc imines using chiral guanidine–thiourea catalysts

Abstract

The enantioselective hydrophosphonylation of N-Boc imines was investigated using a new family of pseudo-symmetric guanidine–thiourea catalysts, providing α-amino phosphonates in moderate to high yields with good enantioselectivity. The catalyst was heterogenized by polymerization with styrene and the resulting catalyst was applied to reactions under continuous-flow conditions.

Graphical abstract: Enantioselective hydrophosphonylation of N-Boc imines using chiral guanidine–thiourea catalysts

Supplementary files

Article information

Article type
Communication
Submitted
05 Oct 2021
Accepted
22 Nov 2021
First published
23 Nov 2021

Org. Biomol. Chem., 2021,19, 10560-10564

Enantioselective hydrophosphonylation of N-Boc imines using chiral guanidine–thiourea catalysts

L. Chassillan, Y. Yamashita, W. Yoo, M. Toffano, R. Guillot, S. Kobayashi and G. Vo-Thanh, Org. Biomol. Chem., 2021, 19, 10560 DOI: 10.1039/D1OB01953H

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