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Selective Catalytic Synthesis of α-Alkylated Ketones and β-Disubstituted Ketones via Acceptorless Dehydrogenative Cross-Coupling of Alcohols

Dipanjan Bhattacharyya, Bikash Kumar Sarmah, Sekhar Nandi, Hemant Kumar Srivastava* and Animesh Das*

*Institute of Pharmaceutical Education and Research, Guwahati 781101; Indian Institute of Technology, Guwahati 781039, Assam, India, Email: srivastava.hkniperguwahati.ac.in, adasiitg.ac.in

D. Bhattacharyya, B. K. Sarmah, S. Nandi, H. K. Srivastava, A. Das, Org. Lett., 2021, 23, 869-875.

DOI: 10.1021/acs.orglett.0c04098


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Abstract

A phosphine-free pincer ruthenium(III) catalyzed β-alkylation of secondary alcohols with primary and secondary alcohols provides α-alkylated ketones. This transformation is environmentally benign and atom efficient with H2O and H2 as the only byproducts. The protocol is extended to gram-scale reaction and for functionalization of complex vitamin E and cholesterol derivatives.


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Key Words

β-alkylation


ID: J54-Y2021