Journal
ORGANIC LETTERS
Volume 21, Issue 21, Pages 8713-8717Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03321
Keywords
-
Categories
Funding
- National Natural Science Foundation of China [21572081, 21762024, 21877055]
- Natural Science Foundation of Jiangxi Province [20161ACB2000S, 20171BCB23036, 20171BAB203008]
- Innovative Fund of Jiangxi Province [YC2018-B031]
Ask authors/readers for more resources
The 2,2-dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) group permits, via robust neighboring group participation (NGP) or long distance participation (LDP) effects, the stereocontrolled 1,2-trans, 1,2-cis, as well as beta-2,6-dideoxy glycosidic bond generation, while suppressing the undesired orthoester byproduct formation. The robust stereocontrol capability of the DMNPA is due to the dual-participation effect from both the ester functionality and the nitro group, verified by control reactions and DFT calculations and further corroborated by X-ray spectroscopy.
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
Share Paper
