A convenient stereoselective synthesis of trifluoromethyl-substituted polyfunctionalized cyclopropane: synthesis of (+/-)-trans-trifluoronorcoronamic acid.
Trifluoromethylated polyfunctionalized cyclopropanes were obtained in high stereoselectivity by reacting 2-bromo-3,3,3-trifluoropropene (BrTFP) with active methylenes. This novel method was further applied to the synthesis of (+/-)-trans-trifluoronorcoronamic acid.
Jiang
Biao
B
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, PR China. jiangb@pub.sioc.ac.cn
Zhang
Fangjiang
F
Xiong
Wennan
W
D000596:Amino Acids / Q000138:chemical synthesis*; D005617:Chlorofluorocarbons, Methane / Q000737:chemistry; D003521:Cyclopropanes / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000596:Amino Acids; D005617:Chlorofluorocarbons, Methane; D003521:Cyclopropanes; C043950:1-amino-2-ethylcyclopropane-1-carboxylic acid; C009554:fluoroform