Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 48, Pages 17156-17159Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201604623
Keywords
amino acids; carbon dioxide fixation; carboxylation; transition-metal-free synthesis; umpolung
Categories
Funding
- National Natural Science Foundation of China [21172026]
- Fundamental Research Funds for the Central Universities [DUT15LAB21]
- Program for Changjiang Scholars and Innovative Research Team in University [IRT13008]
Ask authors/readers for more resources
A straightforward and transition-metal-free approach for the efficient synthesis of -arylglycine derivatives from aromatic imines and carbon dioxide was enabled by an umpolung carboxylation reaction. Various substituted diphenylmethimines underwent the carboxylation smoothly with carbon dioxide in the presence of potassium tert-butoxide and 18-crown-6 to give the corresponding carboxylated products in good to high yields. Besides the enhancement of the solubility of potassium tert-butoxide in THF, 18-crown-6 also plays key roles in suppressing the reverse protonation or 1, 3-proton shift isomerization as well as by stabilizing the carboxylated intermediate.
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