Citation: Hong-Fei Zhang, Zheng-Qing Ye, Gang Zhao. Enantioselective synthesis of functionalized fluorinated dihydropyrano [2,3-c]pyrazoles catalyzed by a simple bifunctional diaminocyclohexane-thiourea[J]. Chinese Chemical Letters, ;2014, 25(4): 535-540. doi: 10.1016/j.cclet.2014.01.034 shu

Enantioselective synthesis of functionalized fluorinated dihydropyrano [2,3-c]pyrazoles catalyzed by a simple bifunctional diaminocyclohexane-thiourea

1.
Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

Corresponding author: Gang Zhao,
Received Date: 29 November 2013
Available Online: 14 January 2014
Fund Project: This work was supported by National Basic Research Program of China (973 Program, No. 2010CB833200) (973 Program, No. 2010CB833200) the National Natural Science Foundation of China (Nos. 21032006, 203900502, 20532040, 21290180) (Nos. 21032006, 203900502, 20532040, 21290180)

Enantioselective synthesis of functionalized fluorinated dihydropyrano[2,3-c]pyrazoles has been achieved via a diaminocyclohexane-thiourea catalyzed cascade Michael addition and Thorpe-Ziegler type cyclization in high yields (up to 98%) with moderate to good enantioselectivity (up to 90% ee).
- Trifluoromethyl,
- Pyrazoles,
- Cyclization,
- Organocatalysis
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