Cost‐Effective Carbon Quaternization with Redox‐Active Esters and Olefins

Author:

Hota Sudhir Kumar1,Murarka Sandip1ORCID

Affiliation:

1. Department of Chemistry Indian Institute of Technology Jodhpur Karwar 342037 Rajasthan India

Abstract

AbstractQuaternary carbons are embedded in various natural products, pharmaceuticals, and organic materials. However, constructing this valuable motif is far from trivial. Conventional approaches mainly rely on classical polar disconnections and encounter bottlenecks concerning harsh conditions, functional group tolerance, regioselectivity, and step economy. In this context, Kawamata, Baran, Shenvi, and co‐workers recently demonstrated that two feedstock chemicals, alkyl carboxylic acids and olefins, could be utilized to construct tetrasubstituted carbons in the presence of an inexpensive iron porphyrin catalyst and a suitable reductant combination through quaternization of the radical intermediates. The method enables access to various sterically encumbered quaternary carbons under mild and robust conditions. Taking a complete detour from conventional approaches, the present heteroselective radical–radical coupling simplifies the synthesis of quaternary carbon‐containing molecules through an innovative and distinctive disconnection approach.

Funder

Science and Engineering Research Board

Council of Scientific and Industrial Research, India

Department of Science and Technology, Ministry of Science and Technology, India

Publisher

Wiley

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