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Synthesis 2019; 51(17): 3327-3335
DOI: 10.1055/s-0037-1611547
DOI: 10.1055/s-0037-1611547
paper
The Catalytic Asymmetric Construction of Trifluoromethylated Quaternary Carbon-Containing Thiochromans
We are grateful for the grant from the National Natural Science Foundation of China (No. 81872723).Weitere Informationen
Publikationsverlauf
Received: 27. März 2019
Accepted after revision: 24. April 2019
Publikationsdatum:
15. Mai 2019 (online)

Abstract
Trifluoromethylated chiral quaternary stereogenic carbon center at 2-position of thiochromans has been constructed through organocatalyzed Michael-aldol reaction. With quinine squaramide as catalyst, the reaction of 2-mercaptobenzaldehyde with β-aryl-β-CF3 enones or β-alkyl-β-CF3 enones gave 2-CF3-thiochromans bearing three contiguous stereogenic centers in good to excellent diastereoselectivities, enantioselectivities, and yields.
Key words
cascade reaction - asymmetric catalysis - orgnocatalytic - CF3-containing - sulfur-containing heterocycleSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611547.
- Supporting Information
- CIF File
-
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