Unconventional Ligand‐to‐Catalyst Ratio for the Distal C−C Bond Formation via C−H Activation and Chain‐Walking

Author:

Tang King Hung Nigel1,Takahashi Haluhi1,Tokutake Ryo1,Shibata Takanori1ORCID

Affiliation:

1. Department of Chemistry and Biochemistry School of Advanced Science and Engineering Waseda University 3-4-1 Okubo Shinjuku Tokyo 169-8555 Japan

Abstract

AbstractA mechanism‐navigated enantioselective alkylation of an indole C2 C−H bond with an internal alkene was developed. Under the unconventional ligand‐to‐metal catalyst ratio, a moderate enantiomeric ratio (er), ranging from 70:30 to 88:12, was achieved with our original ligand. We propose that chain‐walking and bond formation are mechanistically independent and suggest that hydridoiridium generated from the C−H source does not play a role in the chain‐walking process.

Funder

Nagase Science Technology Foundation

Waseda University

Publisher

Wiley

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