Organocatalytic diastereo- and enantioselective oxa-hetero-Diels-Alder reactions of enones with aryl trifluoromethyl ketones for the synthesis of trifluoromethyl-substituted tetrahydropyrans

2021 ◽  
Author(s):  
Maira Pasha ◽  
Fujie Tanaka
Keyword(s):  
Diels Alder ◽  
Trifluoromethyl Group ◽  
Trifluoromethyl Ketones

Tetrahydropyran derivatives are are found in bioactives, and introduction of trifluoromethyl group into the molecues often improves biofunctions. Here we report diastereo- and enantioselective oxa-hetero-Diels-Alder reactions catalyzed by amine-based catalyst...

scholarly journals Reactions of Trifluoromethyl Ketones. VIII. Investigation of Steric Effect of a Trifluoromethyl Group through Ene Reaction of Trifluoromethyl ketones.

1992 ◽  
Vol 40 (3) ◽  
pp. 593-598 ◽  
Author(s):  
Takabumi NAGAI ◽  
Goro NISHIOKA ◽  
Mayumi KOYAMA ◽  
Akira ANDO ◽  
Takuichi MIKI ◽  
...  
Keyword(s):  
Steric Effect ◽  
Trifluoromethyl Group ◽  
Ene Reaction ◽  
Trifluoromethyl Ketones

Hetero-Diels–Alder reaction of photochemically generated α-hydroxy-o-quinodimethanes with trifluoromethyl ketones

2012 ◽  
Vol 53 (31) ◽  
pp. 3974-3976 ◽  
Author(s):  
Ken Takaki ◽  
Toshifumi Fujii ◽  
Hosei Yonemitsu ◽  
Makoto Fujiwara ◽  
Kimihiro Komeyama ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Trifluoromethyl Ketones ◽  
Diels Alder Reaction

Enantioselective vinylogous aldol/lactonization cascade reaction between β,γ-unsaturated amides and trifluoromethyl ketones: facile access to chiral trifluoromethyl dihydropyranones

2020 ◽  
Vol 18 (39) ◽  
pp. 7848-7851
Author(s):  
Jun-Hao Fu ◽  
Zhen-Guo Zhang ◽  
Xue-Ying Zhou ◽  
Chun-Wei Fu ◽  
Feng Sha ◽  
...  
Keyword(s):  
Cascade Reaction ◽  
Trifluoromethyl Group ◽  
Trifluoromethyl Ketones ◽  
First Time

β,γ-Unsaturated amides have been used for the first time to react with trifluoromethyl ketones, and chiral α,β-unsaturated δ-lactones bearing a trifluoromethyl group have been constructed in a convenient manner.

scholarly journals Catalytic enantioselective oxa-hetero-Diels–Alder reactions of enones with aryl trifluoromethyl ketones

RSC Advances ◽  
2016 ◽  
Vol 6 (66) ◽  
pp. 61454-61457 ◽  
Author(s):  
Dongxin Zhang ◽  
Fujie Tanaka
Keyword(s):  
Diels Alder ◽  
Carbon Centers ◽  
Trifluoromethyl Ketones

Asymmetric oxa-hetero-Diels–Alder reactions of enones with aryl trifluoromethyl ketones were developed to afford tetrahydropyranones bearing trifluoromethyl-substituted tetrasubstituted carbon centers.

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