Enantioselective Vinylogous Mannich-Type Reactions to Construct CF3S-Containing Stereocenters Catalysed by Chiral Quaternary Phosphonium Salts

ADVANCED SYNTHESIS & CATALYSIS(2020)

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Abstract
A series of benzyl trifluoromethyl sulphides bearing a nitro group were utilized as CF3S-containing building blocks to construct chiral CF3S-containing molecules via enantioselective vinylogous Mannich-type reactions. In such reactions, high yields and enantioselectivities were obtained using chiral quaternary phosphonium salts derived from amino acids. Moreover, a chiral cyclic urea bearing the CF3S moiety was obtained from further transformation of the product.
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Key words
trifluoromethylthio-containing building blocks,a nitro group,enantioselectivities,vinylogous Mannich-type reactions,chiral quaternary phosphonium salts
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