Journal of the Chemical Society. Perkin transactions I p. 1047 - 1054 (1990)
Update date:2022-08-04
Topics:
Kennedy, Michael
McKervey, M. Anthony
Maguire, Anita R.
Tuladhar, Sarbajna M.
Twohig, M. Fiona
Rhodium(II) acetate-catalysed cyclisation of α-diazoketones derived from 3-arylpropionic acid produces bicyclo<5.3.0>decatrienones or 2-tetralones depending on the substitution pattern of the aryl ring in the precursor; the former products are transformed into the latter catalytically with trifluoroacetic acid.Precursors with methyl, methoxy, and acetoxy substituents have been examined, efficient cyclisation occurring in all cases.When the precursor contains a meta-methoxy substituent, 2-tetralones are obtained directly.The efficient conversion of 3-phenylpropionicacid into trans-1-methylbicyclo<5.3.0>decan-2-one is also described, partial asymmetric synthesis having been realised through the use of rhodium (S)-mandelate as the cyclisation catalyst.Cyclisations of diazoketones derived from 4-phenylbutyric acid and 5-phenylpentanoic acid have also been studied; the former provides a new entry into the bicyclo<5.4.0>undecane system whereas the latter produces a 2,3-disubstituted cyclopentanone via C-H insertion.Aspects of the cycloheptatriene-norcaradiene equilibrium in fused ring systems are discussed.
View MoreContact:0086-010-69765588-8068
Address:Northern District yangfang Industry, Changping District, Beijing
Rugao Jinling Chemical Co., Ltd.(expird)
Contact:0086-513-68005586
Address:Lianluo new village huangshi town Rugao city Jiangsu Province.
Contact:+86-371-55981030
Address:Room 1571, Macalline Soho, No.1, Shangdu Road, Zhengzhou, Henan
Guangxi Shanyun Biochemical Science and Technology Co., Ltd
Contact:+86-0772--6828887
Address:#2 Industrial Park of Luzhai County, Liuzhou, Guangxi, China
Hebei Think-Do Environment Co., Ltd
website:http://www.thinkdo-environment.com
Contact:0311-86510809
Address:No 6, Shilian Middle Street, Circular Chemical Industry Park
Doi:10.1021/jm049924d
(2004)Doi:10.1016/S0040-4039(01)95014-2
(1978)Doi:10.1016/j.tetlet.2004.02.117
(2004)Doi:10.1007/s10870-016-0640-4
(2016)Doi:10.1016/0040-4020(78)87007-0
(1978)Doi:10.1016/j.ica.2003.11.026
(2004)
