Support of our work by the National Natural Science Foundation of China (20825209 and 20832008), the National Basic Research Program of China (2012CB215500 and 2012CB821600), the Chinese Academy of Sciences, and the Syngenta PhD Studentship (to X.S.) is gratefully acknowledged. We thank Dr. John Clough of Syngenta at Jealott’s Hill International Research Centre for proofreading of the manuscript.
1521-3773/asset/2002_left.gif?v=1&s=ac6b0d94a94d7ce7a210002b8096b42feffc0bcf)
1521-3773/asset/olbannercenter.gif?v=1&s=c083e1920cd41ed129901c116018eab93b5ad3c4)
1521-3773/asset/2002_right.gif?v=1&s=451042aa3415ae3ad0729984d26dee1866aca82e)
Communication
Enantioselective Synthesis of Cyclopropanes That Contain Fluorinated Tertiary Stereogenic Carbon Centers: A Chiral α-Fluoro Carbanion Strategy†
Article first published online: 11 JUN 2012
DOI: 10.1002/anie.201202451
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Shen, X., Zhang, W., Zhang, L., Luo, T., Wan, X., Gu, Y. and Hu, J. (2012), Enantioselective Synthesis of Cyclopropanes That Contain Fluorinated Tertiary Stereogenic Carbon Centers: A Chiral α-Fluoro Carbanion Strategy . Angew. Chem. Int. Ed., 51: 6966–6970. doi: 10.1002/anie.201202451
- †
Publication History
- Issue published online: 4 JUL 2012
- Article first published online: 11 JUN 2012
- Manuscript Received: 29 MAR 2012
Funded by
- National Natural Science Foundation of China. Grant Numbers: 20825209, 20832008
- National Basic Research Program of China. Grant Numbers: 2012CB215500, 2012CB821600
- Chinese Academy of Sciences
- Syngenta
Corrected by:
Vol. 52, Issue 2, 488, Article first published online: 28 DEC 2012
Keywords:
- asymmetric synthesis;
- chiral fluoroalkylation reagent;
- cyclopropanation;
- fluorine;
- sulfoximine
Chiral transfer: The fluorinated sulfoximine (see scheme; Ts=p-toluenesulfonyl) was synthesized and used as the first chiral fluoromethylenation reagent for the synthesis of cyclopropanes that contain fluorinated tertiary stereogenic carbon centers in good yields, good diastereoselectivity, and excellent enantioselectivity.