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:13813902930 025-52714267
Address:20 Fengji Road, Yuhua Economic Development Zone, Nanjing, Jiangsu, P. R. China
Daqing New Century Fine Chemical Co., Ltd.(expird)
Contact:010-57126694
Address:No.39, jinxing cun, honggang district
Zhejiang Allied Chemical Co.,Ltd
Contact:18967038207
Address:Area A-30, High-tech Industrial Park, Quzhou, Zhejiang, China.
Jingzhou TianHe Sci&Tech Chemical Co., Ltd.
Contact:86-716-8331612
Address:Jiangjin Road, #18, High-grade technology industries development district, Jingzhou city, Hubei province
Shenyang Xinyihan Chemical Technology Co., Ltd.
Contact:+86-18525026267
Address:362, aigongbeijei street 23 , tiexi district,Shenyang, Liaoning, China
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)