10.1002/chem.201605127
Chemistry - A European Journal
COMMUNICATION
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General procedure for the direct catalytic asymmetric sulfa-Michael
addition/cyclization reaction: A mixture of Yb(OTf)3 (10 mol%), L-
RaPr2 (10 mol%) and α,β-unsaturated pyrazolamide 1 (0.1 mmol) was
stirred in CH2Cl2 (1.0 mL) at room temperature in N2 for 30 min. Then, 2-
aminobenzenethiol 2 (1.1 equiv) was added, and the mixture continued
stirring for 15
h at 35 °C . Next, directly purification by flash
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chromatography on silica gel (petroleum ether/ethyl acetate = 2/1)
afforded the desired product 3a (86% yield, 95% ee).
Acknowledgements ((optional))
We appreciate the National Natural Science Foundation of
China (Nos. 21432006, 21290182, and 21321061), and the
Top-Notch Young Talents program of China for financial support.
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Keywords: asymmetric catalysis • 1,5-benzothiazepine • Lewis
acid catalysis • sulfa-Michael reaction • α,β-unsaturated
pyrazolamide
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