Tetrahedron p. 13207 - 13230 (1994)
Update date:2022-08-05
Topics:
Nieuwenhuis, Saskia A. M.
Vertegaal, Louis B. J.
De Zoete, Marian C.
Van Der Gen, Arne
The dependence of the solvolysis of polyenol ethers on the nature of the alkoxy moiety has been studied. A new reaction path, leading to the formation of ω-hydroxy (methoxy) substituted aldehydes and -esters, was established. The proposed reaction pathway (scheme 6) is initiated by an electron transfer from the polyenol ether to molecular oxygen, followed by combination of the two radicals to a peroxide zwitterion. Upon protonation, solvent adds to the ω-carbon atom of the polyene to give an intermediate that can either loose water to form an ester, or loose the alkoxy moiety to give an aldehyde. This mechanism is believed to be involved in the strong mutagenic activity displayed by many polyenol ethers, including the natural mutagen fecapentaene-12.
View MoreImprove Medical Technology(Nanxiong) Co., Ltd
Contact:86-751-3836997
Address:No.33, Pingan First Road, Fine Chemical Industry Base, Nanxiong City, Shaoguan, Guangdong, China
Contact:+86-717-6370352
Address:168 Chengdong Avenue, Yichang, Hubei 443003, P. R.China
QINGDAO DEVELOP chemistry Co.,Limited
Contact:+86-532-85807910
Address:98#Nanjing Road, Qingdao, China 266071
ZiBO KuoDing Trade company Ltd
website:http://www.sdzbkd.com
Contact:86-13361591822
Address:GongQingTuan road
Contact:86-791-86629460
Address:1-6F, 118 Xinzhou road, Nanchang, Jiangxi, China
Doi:10.1021/jf00051a053
(1995)Doi:10.1007/s00044-013-0818-7
(2014)Doi:10.1007/BF00531325
(1992)Doi:10.1021/jo00058a061
(1993)Doi:10.1039/c5ob01196e
(2015)Doi:10.1021/ja00034a044
(1992)