Journal of Organic Chemistry p. 3603 - 3613 (1987)
Update date:2022-09-26
Topics:
Pirrung, Michael C.
Webster, Nicholas J. G.
The intramolecular photochemical <2+2> cycloadditions of a number of 4'-substituted (3'-butenyloxy)-cyclooctenones have been studied.Two classes of substrates were found.One class (phenyl- and vinyl-substituted) forms <2+2> adducts in an efficient reaction, while the rest of the compounds from photoproducts slowly and in low yield.The behavior of a carbon analogue shows that rotational relaxation of the cyclooctenone triplet is faster than <2+2> cycloaddition.Based on quenching and sensitization studies, it has been suggested that the substituent effect is indicative of an enhanced rate of cyclization to form a 1,4-biradical.
View MoreContact:+86-021-50792271
Address:Building 24A, 300 Chuantu Road, Chuansha, Pudong new area, Shanghai, China, 201202
Chengdu Baishixing Science and Technology Industry Co., Ltd.
website:http://www.cd-bsx.com
Contact:+86-28-88531548
Address:#217,North of Industry Road,Heshan Town,Pujiang County,Chengdu,Sichuan,China.
WENZHOU M&C FOREIGN TRADE CO.,LTD.
Contact:+86-577-88862917
Address:No.8 Liming West Road,Wenzhou,zhejiang,China
Kaiping Genuine Biochemical Pharmaceutical Co.,Ltd.
Contact:+86-750-2881198
Address:No.1, Xinke Road, Shatang Town, Kaiping, Guangdong Province, P.R.China
Contact:+8618766299236
Address:ROOM808, BUILDING2,NO.230 SHEN ZHEN ROAD, LAOSHAN DISTRICT
Doi:10.1055/s-2008-1067259
(2008)Doi:10.1002/zaac.200700156
(2007)Doi:10.1016/j.bmcl.2008.08.110
(2008)Doi:10.1021/mp200039s
(2011)Doi:10.1248/cpb.34.3237
(1986)Doi:10.1207/S15327558IJBM0903_07
(1949)