Tetrahedron p. 4817 - 4826 (1986)
Update date:2022-08-05
Topics:
Walia, S.
Kulshrestha, S.K.
Mukerjee, S.K.
Latifolin (1), the major constituent of D. latifolia gave trans 1-(2,4-dimethoxy-3-hydroxyphenyl)-2-(2-hydroxyphenyl) cyclopropane as the sole photo di-?-methane rearrangement product.In contrast, its simpler analogues, 3-(2,4,5-trimethoxyphenyl)-3-phenyl prop-1-ene (3) and 3-(2,4-dimethoxyphenyl)-3-phenyl prop-1-ene (4), gave 1:1 mixture of cis and trans cyclopropanes.Dye-sensitized photooxidation of latifolin (1) and dihydrolatifolin (16) gave novel xanthan derivatives (15) and (17) involving a crucial step of photooxidative demethylation followed by cyclisation.Similar reaction of the closely related propane 19 gave, interestingly the benzofuran 20.The propene 22, lacking free hydroxyl or double bond, gave only the quinone 23 indicating that quinones are intermediates in the above oxidations.The allyl alcohol 24, having similar feature, undergoes oxidation to the corresponding aldehyde 26 and the benzophenone 28 but not to a quinone.
View MoreShanghai Mintchem Development ., Ltd
Contact:0086 21 5190 8570
Address:R602,4#,89Nong, Mudan Road Pudong Shanghai China
Contact:+ 86 512 52491118
Address:1 Fuyu Road, Haiyu TownChangshu, Jiangsu, China
zhenjiang runjing high purity chemical co ltd
Contact:+86-511-83361155
Address:No.8.haixi road,international chemical park
Xinji City Taida Sinopec Co., Ltd.
Contact:0086-311-85341278
Address:No.6, Nanhua Road,Xinji City Road,Hebei Province,China
Nanjing Chemlin Chemical Co., Ltd.
website:http://www.echemlin.cn
Contact:+86-25-83697070
Address:Rm.902 Longyin Plaza, No. 217 Zhongshan Rd.(N) Nanjing 210009,China
Doi:10.1021/ja806092w
(2009)Doi:10.1071/CH08060
(2008)Doi:10.1016/j.ejmech.2009.12.017
(2010)Doi:10.1021/jo00228a028
(1987)Doi:10.1039/b914689j
(2009)Doi:10.1016/0223-5234(87)90014-6
(1987)