Journal of Organic Chemistry p. 5312 - 5323 (1990)
Update date:2022-08-03
Topics: Synthesis Chemical reactions Organic synthesis Functional group Short synthesis Carbon-carbon double bonds
Kann, Nina
Rein, Tobias
Akermark, Bjoern
Helquist, Paul
The new Horner-Wadsworth-Emmons reagents 4 and 5 transform carbonyl compounds into 2,4-pentadienals and 3-methyl-2,4-pentadienals, respectively.Reagent 4 gives good yields of the desired products with a variety of aldehydes and ketones; reagent 5 generally gives good yields with aldehydes, but gives lower yields with ketones.The reactions proceed under mild conditions and give the products as predominantly 2E,4E isomers, with moderate to good stereoselectivity.In general, pure samples of the 2E,4E-dienals can be obtained after chromatography.Reagents 4 have been used in the key step in a short synthesis of (+/-)-13-hydroxy-9(E),11(E)-octadecanoic acid ((E,E)-coriolic aicd, 45).
View MoreContact:13120882795;+86-21-34621078;+86-021-31122318
Address:Suite 2,No.2715 Longwu Road
Shanghai Longjin Metallic Material Co., Ltd.
website:http://www.shlongjin.cn/
Contact:021-56517503,56502257
Address:No.16, Lane 555, Chengyin Road, Shanghai
Hefei Highzone Fine Chemical S&T CO.,LTD
Contact:86-0551-63663560
Address:room 1801 NO. 24 Shuguang RD.
Zhejiang Linhai Xinhua Chemicals Factory
Contact:0086-13661858911
Address:Xunqiao Development Zone, Linhai, Zhejiang, China
JIANGXI ZHANGFENG CHEMICAL CO., LTD.
Contact:+86-0799-3413066
Address:Xiyuan village, Xiabu Town, Xiangdong District
Doi:10.1055/s-1982-29817
(1982)Doi:10.1016/0022-328X(85)80024-3
(1985)Doi:10.1016/j.tetlet.2005.07.146
(2005)Doi:10.1016/S0040-4039(00)87201-9
(1982)Doi:10.1055/s-2006-942468
(2006)Doi:10.1007/BF00800266
(1982)