Citation: Chuan-Zhou Tao, Zhong-Tang Zhang, Jian-Wei Wu, Rong-Hua Li, Zhi-Ling Cao. Synthesis of unnatural N-glycosyl α-amino acids via Petasis reaction[J]. Chinese Chemical Letters, ;2014, 25(4): 532-534. doi: 10.1016/j.cclet.2014.01.035 shu

Synthesis of unnatural N-glycosyl α-amino acids via Petasis reaction

1.
a School of Chemical Engineering, Huaihai Institute of Technology, Lianyungang 222005, China;
2.
b Jiangsu Marine Resources Development Research Institute, Lianyungang 222005, China

Corresponding author: Chuan-Zhou Tao,
Received Date: 17 October 2013
Available Online: 2 January 2014
Fund Project: We are grateful to the Natural Science Foundation of Jiangsu Province (No. BK20130404) (No. BK20130404) and the project funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions. (No. CG1303)

A convenient and efficient protocol for the synthesis of unnatural N-glycosyl α-amino acids was developed. Condensation of 1,3,4,6-tetra-O-actyl-β-D-glucosamine hydrochloride, alkenyl boronic acid, and glyoxylic acid was achieved in CH₂Cl₂ to give the derivatives of 2-(N-glycosyl)aminobut-3-enoic acid which may find applications in glycobiology research and medicinal chemistry.
- N-Glycosyl α-amino acid,
- Petasis reaction,
- D-Glucosamine,
- Alkenyl boronic acid
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沈阳化工大学材料科学与工程学院沈阳 110142