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Asymmetric Multifunctional Modular Organocatalysis: One-Pot Direct Strategy to Enantiopure α,β-Disubstituted γ-Butyrolactones

Pratibha Mahto, Nirmal K. Rana, Khyati Shukla, Braja G. Das, Harshit Joshi, Vinod K. Singh*

*Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur - 208 016, UP, India, Email: vinodksiitk.ac.in

P. Mahto, N. K. Rana, K. Shukla, B. G. Das, H. Joshi, V. K. Singh, Org. Lett., 2019, 21, 5962-5966.

DOI: 10.1021/acs.orglett.9b02094 (free Supporting Information)



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Abstract

A multifunctional modular organocatalysis enables a simple and efficient approach to enantioenriched α,β-disubstituted γ-butyrolactones via a one-pot sequential Michael-hemiacetalization-oxidation reaction. The catalytic process offers good substrate compatibility, and the products can be transformed to synthetically useful molecules.

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proposed mechanism



Key Words

lactones, organocatalysis, PCC


ID: J54-Y2019