| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1347426 | Tetrahedron: Asymmetry | 2009 | 7 Pages |
Abstract
A stereospecific synthetic approach to 5-O-carbamoyl-2-epi-polyoxamic acid has been developed. The asymmetric nucleophilic addition of 2-lithiofuran to a tert-butanesulfinyl imine was employed as the key step to construct the C-2 stereocenter and 2â²â²-epi-polyoxin J has been synthesized for the first time. Significantly, the synthesis provides a facile method for the large scale and stereoselective preparation of 5-O-carbamoyl-2-epi-polyoxamic acid and some related diastereoisomers of polyoxins and its analogues because of its simple operation, excellent yield, and high stereoselectivity. This will be convenient for research of the polyoxins' structure-activity relationship and to search for more potent and effective anticandidal agents.
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Yong-Chun Luo, Huan-Huan Zhang, Yao-Zong Liu, Rui-Ling Cheng, Peng-Fei Xu,