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Your search keyword '"Songlin Tan"' showing total 2 results
Start Over Author "Songlin Tan" Topic organocatalysis
2 results on '"Songlin Tan"'

1. Sulfonyl as a Traceless Activation Group for Enantioselective Mannich Reaction Catalyzed by Thiourea to Access Chiral β-Aminophosphonates

Author

Na Liao, Songlin Tan, Dezhong Li, Yungui Peng, and Yanqiang Ning

Subjects
Sulfonyl, chemistry.chemical_classification, Addition reaction, biology, 010405 organic chemistry, Chemistry, Organic Chemistry, Enantioselective synthesis, Cinchona, 010402 general chemistry, biology.organism_classification, 01 natural sciences, Combinatorial chemistry, 0104 chemical sciences, Catalysis, chemistry.chemical_compound, Thiourea, Organocatalysis, Mannich reaction
Abstract

An efficient enantioselective Mannich reaction of N-protected α-sulfones with β-benzenesulfonyl phosphonates was developed by using a chiral cinchona alkaloid-derived thiourea as a catalyst. This method was used to obtain a series of chiral α-sulfonyl-β-aminophosphonates in yields of up to 96% with 89:11 dr and 88% ee. These compounds were further transformed into β-aminophosphonates or chiral azetidines with various functional groups by a Horner–Wadsworth–Emmons/aza-Michael addition reaction sequence.

Published
2018
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2. Sulfonyl as a Traceless Activation Group for Enantioselective Mannich Reaction Catalyzed by Thiourea to Access Chiral β-Aminophosphonates.

Author

Yungui Peng, Yanqiang Ning, Songlin Tan, Dezhong Li, and Na Liao

Subjects
MANNICH reaction, AMINO acids, SULFONES, CHIRALITY, ELECTRON-deficient compounds
Abstract

An efficient enantioselective Mannich reaction of N-protected α-sulfones with β-benzenesulfonyl phosphonates was developed by using a chiral cinchona alkaloid-derived thiourea as a catalyst. This method was used to obtain a series of chiral α-sulfonyl-β-aminophosphonates in yields of up to 96% with 89:11 dr and 88% ee. These compounds were further transformed into β-aminophosphonates or chiral azetidines with various functional groups by a Horner--Wadsworth--Emmons/aza-Michael addition reaction sequence. [ABSTRACT FROM AUTHOR]

Published
2018
Full Text
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