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Enantioselective Addition of Azlactones to Ethylene Sulfonyl Fluoride via Dual Catalysis.

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Enantioselective conjugate addition of azlactones to ethylene sulfonyl fluoride has been achieved via the cooperative catalysis with (DHQD)2PHAL and a hydrogen-bond donor (HBD). This approach furnishes a facile access to… Click to show full abstract

Enantioselective conjugate addition of azlactones to ethylene sulfonyl fluoride has been achieved via the cooperative catalysis with (DHQD)2PHAL and a hydrogen-bond donor (HBD). This approach furnishes a facile access to a range of structurally diverse azlactone sulfonyl fluoride derivatives with good to excellent yields and enantioselectivities. The combination of azlactone and sulfonyl fluoride group produces valuable unnatural α-quaternary amino acid derivatives for the drug discovery.

Keywords: addition azlactones; catalysis; sulfonyl fluoride; ethylene sulfonyl; azlactones ethylene

Journal Title: Organic letters
Year Published: 2021

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