European Journal of Organic Chemistry p. 1834 - 1839 (2015)
Update date:2022-08-16
Topics:
Naidu, Veluru Ramesh
Bah, Juho
Franzén, Johan
A direct organocatalytic carbonyl/olefin oxo-metathesis has been developed. The reaction is catalyzed by trityl tetrafluoroborate (TrBF4) and utilizes unactivated alkenes for the olefination of aromatic aldehydes to give trans β-alkylstyrenes in yields of 44-85% with only acetone as the byproduct. The pronounced Lewis acidity of the carbocation results in unusual reactivity that is proposed to catalyze a stepwise [2+2] cycloaddition to give an oxetane intermediate. Fragmentation of the latter in a formal retro [2+2] reaction gives the oxo-metathesis product.
View MoreShanghai Sinofluoro Scientific Co., Ltd
Contact:+86-21-64279360
Address:Room 1006,Building 3,#58 East Xinjian Road, Shanghai ,201100,China,
Shenyang Xinyihan Chemical Technology Co., Ltd.
Contact:+86-18525026267
Address:362, aigongbeijei street 23 , tiexi district,Shenyang, Liaoning, China
Wuhan Kemi-Works Chemical Co., Ltd
website:http://www.kemiworks.com
Contact:86-27-85736489
Address:Rm. 1503, No. 164, Jianghan North Rd., Wuhan, 430022 China
Contact:0792-8228321
Address:10TH Floor No.121 binjiang Road Xunyang District
Hunan Haili Chemical Industry Co.,Ltd.
Contact:+86-731-85521860
Address:No.251, 2nd Section, Furong Road, Changsha,Hunan,China
Doi:10.1021/ja1091062
(2011)Doi:10.1039/j39680002346
(1968)Doi:10.1002/ejic.201900922
(2020)Doi:10.1016/j.tetlet.2016.04.091
(2016)Doi:10.1016/j.molstruc.2020.128951
(2020)Doi:10.1080/15421406.2016.1235928
(2016)