Enantioselective synthesis of cyclopropanes that contain fluorinated tertiary stereogenic carbon centers: a chiral α-fluoro carbanion strategy.
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.
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, China.
Xiao
X
Shen
Wei
W
Zhang
Lei
L
Zhang
Tao
T
Luo
Xiaolong
X
Wan
Yucheng
Y
Gu
Jinbo
J
Hu
D000838:Anions / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis*; D054879:Halogenation; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D000838:Anions; D003521:Cyclopropanes; D006845:Hydrocarbons, Fluorinated; D002244:Carbon