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
see article for more reactions
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.
see article for more examples
proposed mechanism
Key Words
lactones, organocatalysis, PCC
ID: J54-Y2019