Journal of the Chemical Society. Perkin transactions II p. 351 - 354 (1988)
Update date:2022-07-31
Topics:
Carr, Graham
Dean, Cristopher
Whittaker, David
A number of terpenoid bicyclic ethers have been prepared by cyclisation of suitable precursors in fluorosulphuric acid-sulphur dioxide.The products are formed under a mixture of thermodynamic and kinetic control, and five-, and six-, and seven-membered-ring ethers are obtained.Both primary and secondary alcohols have been cyclised by attack of the hydroxy group on carbocation centres generated by protonation of alkenes or ionisation of tertiary alcohols; tertiary alcohols ionise too readily to provide an etheral oxygen atom.Reaction of the unsaturated secondary alcohol dihydrocarveol (2) with antimony pentafluoride in sulphur dioxide gives the ether by a reaction which may not involve a carbocation, and hence may be suitable for ether formation from substrates which rearrange readily in acids.
View MoreChangzhou BaoKang Pharmaceutical & Chemical Co., Ltd
Contact:(86) 519-88782201 88784080 88785278
Address:Henglin town, changzhou,Jiangsu
Contact:+86-512-56795332
Address:No227 Shuanglong Rd, Fenghuang, Zhangjiagang
Changzhou Sunlight Pharmaceutical Co., Ltd.
Contact:+86-519-83131668;83139028;83138042;83137041
Address:JiuliStreet, Benniu Town Changzhou City, Jiangsu Province
Suzhou Jingye Medicine & Chemical Co., Ltd
Contact:+86-512-66658588
Address:No. 88, Sanlian Street, Jinfeng Road, Suzhou New District, Jiangsu Province, P. R. China
QINGDAO DEVELOP chemistry Co.,Limited
Contact:+86-532-85807910
Address:98#Nanjing Road, Qingdao, China 266071
Doi:10.1039/d0ra06820a
(2020)Doi:10.1021/ja061619p
(2006)Doi:10.1021/jo9600161
(1996)Doi:10.1080/10426507.2012.710680
(2013)Doi:10.1016/S0040-4039(01)91540-0
(1984)Doi:10.1021/ja062333n
(2006)
