A Concise Synthesis of (+)-Polyoxamic Acid and (+)-5-O-Carbamoyl Polyoxamic Acid

被引：13

作者：

Kim, In Su ^{[1
]}

Li, Qing Ri ^{[1
]}

Dong, Guang Ri ^{[1
]}

Woo, Seol Hee ^{[1
]}

Park, Hyun-ju ^{[1
]}

Zee, Ok Pyo ^{[1
]}

Jung, Young Hoon ^{[1
]}

机构：

[1] Sungkyunkwan Univ, Coll Pharm, Suwon 440746, South Korea

来源：

SYNLETT | 2008年 / 19期

关键词：

polyoxamic acid; polyoxin; chlorosulfonyl isocyanate; amination; sugar;

D O I：

10.1055/s-0028-1083629

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the concise synthesis of (+)-polyoxamic acid and (+)-5-O-carbamoyl polyoxamic acid from L-Xylose in seven or six steps, respectively. The key steps include a diastereoselective animation of syn-1,2-polybenzyl ethers using chlorosulfonyl isocyanate (CSI) and the one-pot introduction of carbamates into the allylic benzyl ether and primary hydroxyl moieties.

引用

页码：2985 / 2988

页数：4

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