Total synthesis of a-1-C-propyl-3,6-di-epi-nojirimycin and polyhydroxyindolizidine alkaloids via regio- and diastereoselective amination of anomeric acetals

被引：1
作者：
Kim, Yeon Su [1 ]
Boggu, Pulla Reddy [1 ]
Kong, Younggyu [1 ]
Park, Gi Min [1 ]
Kim, In Su [1 ]
Jung, Young Hoon [1 ]
机构：
[1] Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea
来源：
TETRAHEDRON | 2022年 / 116卷
基金：
新加坡国家研究基金会;
关键词：
Amination; Chlorosulfonyl isocyanate; a-1-C-Propyl-3,6-di-epi-nojirimycin; Polyhydroxyindolizidine alkaloids; STEREOSELECTIVE-SYNTHESIS; CHLOROSULFONYL ISOCYANATE; BIOLOGICAL EVALUATION; ALLYL ETHERS; ONE-POT; INHIBITORS; DERIVATIVES; REARRANGEMENT; IMINOSUGARS; AUSTRALINE;
D O I：
10.1016/j.tet.2022.132809
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of a-1-C-propyl-3,6-di-epi-nojirimycin and Polyhydroxyindolizidine alkaloids from readily available a-methyl-D-mannopyranoside is described. The key step in this process involves a regioselective and diastereoselective amination of anomeric acetal functionality using chlorosulfonyl isocyanate (CSI).(c) 2022 Elsevier Ltd. All rights reserved.
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页数：7
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