Formal Synthesis of 3-Deoxy-D-manno-Octulosonic Acid (KDO) and 3-Deoxy-D-arabino-2-heptulosonic Acid (DAH)

被引：10
|
作者：
Pradhan, Tapan Kumar [1 ]
Lin, Chun Cheng [2 ]
Mong, Kwok Kong Tony [1 ]
机构：
[1] Natl Chiao Tung Univ, Dept Appl Chem, Hsinchu, Taiwan
[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu, Taiwan
来源：
SYNLETT | 2013年 / 24卷 / 02期
关键词：
carbohydrates; Wittig; Corey-Fuchs; cyclization; RING-CLOSING METATHESIS; 3-DEOXY-D-MANNO-2-OCTULOSONIC ACID; CHEMICAL-SYNTHESIS; DERIVATIVES; CHEMISTRY; ETHERS; ESTER;
D O I：
10.1055/s-0032-1317932
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Practical synthetic routes to 3-deoxy-D-manno-octulo-sonic acid (KDO) and 3-deoxy-D-arabino-2-heptulosonic acid (DAH) from common sugar substrates are reported. Chain homologation of the sugar substrates was accomplished by Wittig olefination and Corey-Fuchs alkynylation. A new cyclization strategy was investigated to access the desired pyranosyl isomer of the KDO target.
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页码：219 / 222
页数：4
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