Bulletin of the Chemical Society of Japan p. 3466 - 3475 (1984)
Update date:2022-09-26
Topics:
Masaki
Hashimoto
Sakuma
Kaji
The ochtodane skeleton, the Carbon framework of 1,1-dimethyl-3-ethylcyclohexane (1) was constructed highly stereoselectively by the acid-catalyzed (SnCl//4 or CF//3CO//2H) cyclization of the terminally functionalized myrcene derivatives, the benzenesulfenyl chloride adduct (7), the terminal beta -hydroxy sulfide (8) derived from 7, and myrcene 6,7-epoxide (10). The stereoselectivity of the 3-exo-double bond in 1 formed concomitantly in the cyclization reaction was found to depend remarkably upon the reaction temperture and the 85-94% of E-stereoselectivity was attained at minus 78 degree C. By the method, the ochtodane derivatives with the sulfur- or oxygen-functional groups on the C(6)-position were obtained.
View MoreGuangzhou Reachin Chemical Co., Ltd
Contact:+86-20-37087379 ext.604
Address:A122C-1, Tianyuan Plaza, 401 Tianyuan Rd., Tianhe, Guangzhou, China
Hangzhou Maytime Bio-Tech Co.,Ltd.
website:http://www.maytime.com.cn
Contact:+86-571-88925295 88920965
Address:NO.2-1701 Ganghui Central Ningwei Street, Xiaoshan Hangzhou Zhejiang China
Yancheng Smiling Imp & Exp Co., Ltd.
Contact:+86-515-83173586
Address:Rm1207, BLD#03, Phoenix Plaza, Juheng Road, Yancheng, Jiangsu, P.R. China
website:http://www.finetechnology-ind.com
Contact:86-27-87465837
Address:wuhan
Shanghai Rich Chemicals Co., Ltd
website:http://www.richchemical.com
Contact:+86-21-20255798
Address:Pudong Shanghai,China
Doi:10.1021/jo00348a025
(1982)Doi:10.1016/S0040-4039(00)78643-6
(1980)Doi:10.1002/jhet.5570260542
(1989)Doi:10.1002/anie.199719891
(1997)Doi:10.1021/ja00362a036
(1983)Doi:10.1134/S1070428011070177
(2011)