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Updated: Jan 8, 2026

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The atroposelective synthesis of barbiturate-substituted chiral styrenes
Manju Devi1, Gyanshree Jain1, Navya Gupta1
1Department of Chemistry, Indian Institute of Technology, Delhi, Hauz Khas, New Delhi, 110016, India. ravips@chemistry.iitd.ac.in.
Abstract:
Herein, the first report is made on the enantioselective synthesis of axially chiral barbiturate-substituted styrenes from vinylidene ortho-quinone methide (VQM) derived from 1-alkynylnaphthalen-2-ols and 5-substituted barbituric acids using a quinidine-based organocatalyst. This mild and straightforward protocol offers tolerance to a broad range of substrates bearing electronically diverse functional groups to afford axially chiral barbiturate-bearing styrenes in excellent yields (up to 99%) and diastereo- and enantioselectivities (up to 99%).
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