Synthesis 2022; 54(21): 4753-4763
DOI: 10.1055/a-1672-6284
special topic
Asymmetric C–H Functionalization

Enantioselective C–H Alkylation of N-Arylbenzamides with Vinyl Ethers Catalyzed by an Iridium/Chiral Phosphoramidite–Olefin Complex

Kotone Murakami
,
Kana Sakamoto
,
This work was supported by the Japan Society for the Promotion of Science (JSPS) KAKENHI Grant Nos. JP19H02721 and JP20J23499. K.S. thanks the JSPS for a Research Fellowship for Young Scientists.


Abstract

Chiral phosphoramidite–olefin hybrid ligands were found to be effective in the iridium-catalyzed asymmetric alkylation of N-arylbenzamides with vinyl ethers. The reaction is catalyzed by a hydroxo­iridium catalyst coordinated with the hybrid ligand to give the corresponding products in high yields with high branch selectivity and enantioselectivity.

Supporting Information



Publication History

Received: 27 September 2021

Accepted after revision: 19 October 2021

Accepted Manuscript online:
19 October 2021

Article published online:
01 December 2021

© 2021. Thieme. All rights reserved

Georg Thieme Verlag KG
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