Tetrahedron p. 4559 - 4574 (1993)
Update date:2022-08-17
Topics:
Hackmann, Claus
Schaefer, Hans J.
A method for the synthesis of γ-butyrolactones 6 is described in which the key step is a free-radical cyclization of α-bromoacetals 4 to 2-alkoxytetrahydrofurans 5 in 54-93percent yield induced by activated chromium(II)-acetate.Four new methods have been developed in order to activate the transition metal.Two of them require only catalytic amounts of chromium(II)-acetate, because it can be regenerated in situ chemically or electrochemically.The diastereoselectivity of the cyclization depends on the substitution pattern of 4 and ranges between 30.4:1 and 1:54.8.
View MoreWuhan Yitongtai Science and Technology Co.,Ltd.
Contact:+86-27-88933550
Address:27th Fl. Bldg. 1, Shuian International Mansion, Heping Ave, Wuhan, Hubei, China
Contact:86-551-63540590
Address:No 1388 Furong Rd., Hefei, Anhui, China
Contact:+86-021-6989-5597
Address:No.80 Yichuan Rd., Putuo District,Shanghai,P.R.China
Jiangsu Hualun Chemical Industry Co., Ltd
website:http://www.hualunchem.com
Contact:+86-0514-86464168 86507985
Address:39# Middle Renmin Road, Dinghuo Town
Contact:+86-21-38122007
Address:2, Lane 1123, Kangqiao Road, Pudong New Area, Shanghai
Doi:10.1016/S0022-328X(00)81957-9
(1982)Doi:10.1021/jo070923d
(2007)Doi:10.1021/j100301a003
(1987)Doi:10.1021/jp057104m
(2006)Doi:10.1039/C6SC03838G
(2017)Doi:10.1016/S0040-4039(00)79709-7
(1991)