ASYMMETRIC SYNTHESIS OF 1-ALKYL-2-DEOXYIMINOFURANOSES VIA THE IRIDIUM-CATALYZED INTRAMOLECULAR CYCLIZATION OF AN ALLYLIC CARBONATE

被引:7
作者
Natori, Yoshihiro [1 ]
Kikuchi, Shunsuke [1 ]
Yoshimura, Yuichi [1 ]
Kato, Atsushi [2 ]
Adachi, Isao [2 ]
Takahata, Hiroki [1 ]
机构
[1] Tohoku Pharmaceut Univ, Fac Pharmaceut Sci, Sendai, Miyagi 9818558, Japan
[2] Toyama Univ, Dept Hosp Pharm, Toyama 9300194, Japan
基金
日本学术振兴会;
关键词
1-Alkyl-2-deoxyiminofuranose; Ir-Catalyzed Allylic Cyclization; alpha-Glucosidase Inhibitor; IMINOSUGARS; INHIBITORS;
D O I
10.3987/COM-12-S(N)99
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An asymmetric synthesis of 1-alkyl-2-deoxyiminofuranoses was achieved in which the Ir-catalyzed intramolecular cyclization was the key step. The diastereoselective cyclization converted an allylic carbonate into pyrrolidine derivatives. The alpha-glucosidase inhibitory activities of the prepared 2-deoxyiminofuranoses were also investigated.
引用
收藏
页码:1401 / 1417
页数:17
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