Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 11, Pages 4464-4474Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00144
Keywords
-
Categories
Funding
- Suhara Memorial Foundation
- Mishima Kaiun Memorial Foundation
Ask authors/readers for more resources
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.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available