Journal of Organic Chemistry p. 4464 - 4474 (2016)
Update date:2022-08-03
Topics:
Wang, Lei
Hashidoko, Yasuyuki
Hashimoto, Makoto
A cosolvent-promoted O-benzylation strategy with Ag2O was developed. The cosolvent consisting of CH2Cl2 and n-hexane can not only improve the reaction solubility for carbohydrates but also increase the benzylation efficiency. The formation of byproducts is greatly inhibited in the developed method. This method is simple, mild, and highly effective, and numerous 1′-benzylated sucrose derivatives were prepared including a photoreactive (trifluoromethyl)phenyldiazirine-based sucrose. The mechanisms of benzylation with primary and secondary benzyl bromides were also elaborated. Furthermore, the application scope with alcohols, glucose, and ribose derivatives was investigated.
View MoreContact:+86-519-86623222
Address:29F/D, 99 Yanling West Road, Changzhou, Jiangsu, China
Frapp's Chemical (NFTZ) Co.,Ltd
Contact:+86-576-86137892
Address:General Chamber of Commercial Building, 159 Wanchang Middle Road, Wenling, Zhejiang, China
Contact:+86-10-67147360/67107388
Address:No.18 Guangming Zhongjie, Chongwen District, Beijing, 100061, China
Contact:+86-571-86025531 / 86024803
Address:1218-24 Guangyin Mansion,42 Fengqi East Road
Contact:86-15588110016
Address:LINYI CITY,SHANDONG PROVINCE,CHINA
Doi:10.1021/om100033a
(2010)Doi:10.1002/ejoc.200901213
(2010)Doi:10.1021/jo902526u
(2010)Doi:10.1021/jo00275a031
(1989)Doi:10.1021/jo902706p
(2010)Doi:10.1016/j.saa.2009.12.002
(2010)