Citation: Cheng Bin, Li Yi-Xian, Jia Yue-Mei, Yu Chu-Yi. Concise synthesis of 1-epi-castanospermine[J]. Chinese Chemical Letters, ;2017, 28(8): 1688-1692. doi: 10.1016/j.cclet.2017.05.013 shu

Concise synthesis of 1-epi-castanospermine

Cheng Bin ^a,b ,
Li Yi-Xian ^a,b ,
Jia Yue-Mei ^a,b ,
Yu Chu-Yi ^a,b,c,,

a.
Beijing National Laboratory for Molecular Science (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
b.
University of Chinese Academy of Sciences, Beijing 100049, China
c.
National Engineering Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, China

Corresponding author: Yu Chu-Yi, yucy@iccas.ac.cn
Received Date: 28 March 2017
Revised Date: 5 May 2017
Accepted Date: 15 May 2017
Available Online: 18 August 2017

Figures(6)

1-epi-Castanospermine (5) was synthesized from readily available 2, 3, 4, 6-tetra-O-benzyl-1-deoxynojirimycin (11) in 9 steps and 21% overall yield, with selective debenzylation, Barbier reaction and reductive amination as the main reaction steps.
- Reductive amination,
- Synthesis,
- Alkaloids,
- Glycosidase inhibitors,
- Polyhydroxylated indolizidines
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