Journal of Organic Chemistry p. 1182 - 1185 (1984)
Update date:2022-08-05
Topics:
Majerski, Zdenko
Hamersak, Zdenko
4,5-exo-Epoxybrendane (3) rearranged readily with sulfuric acid in acetone, and with boron trifluoride etherate in acetic acid, yielding, upon a hydrolytic workup, 86percent of 2-exo-8-exo-noradamantanediol and 93percent of 8-exo-acetoxy-2-exo-noradamantanol, respectively.Starting epoxide 3 was prepared in 60percent overall yield from readily available 4-brendanone.Consequently, the acid solvolysis of 3 provides a convenient, general entry to the noradamantane system functionalized at carbons 2 and 8.
View MoreBAODING SINO-CHEM INDUSTRY CO.,LTD
Contact:0312-5956088
Address:NO.8 FUXING ROAD,CHINA
Tianjin Tensing Fine Chemical Research Develop Centre
Contact:86-022-23718576,13032267585
Address:2-2-201,13 Guiyuan road,Huayuan Industry district,Tianjin,china
Jiangxi Global Natural Spice Co., Ltd.
website:https://www.jxhqxl.com/
Contact:+86-796-8106598
Address:No.89, Wenshan Road,South Industrial Park, Jishui County,Jiangxi Province
Zhejiang Genebest Pharmaceutical Co.,Ltd.
Contact:0086-571-63532866
Address:No.1 Jinboshi Rd Lishan Town Fuyang City Zhejiang Province China
Contact:+86-577-65618087-605
Address:Room 402, Unit 4 Xinhu Bldg. Waitan Ruian City, Zhejiang China.
Doi:10.1016/j.bmcl.2006.02.001
(2006)Doi:10.1246/bcsj.56.3099
(1983)Doi:10.1021/ja00345a047
(1983)Doi:10.1002/ejoc.201200311
(2012)Doi:10.1021/ol060347s
(2006)Doi:10.1016/j.bmcl.2006.02.042
(2006)
