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Catalytic Enantioselective Addition of Thioacids to Trisubstituted Nitroalkenes

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Specialty Chemistry
Date 2014 Sep 9
PMID 25196997
Citations 8
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Abstract

The first example of a catalytic enantioselective addition to and nitronate protonation of trisubstituted nitroalkenes to produce highly enantioenriched products with a tetrasubstituted carbon is reported. Thioacids added in excellent yields and with high enantioselectivities to both activated and unactivated nitroalkenes. The 1,2-nitrothioacetate products can be readily converted in two steps to biomedically relevant 1,2-aminosulfonic acids without loss of enantiopurity.

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