One-Step Conversion to a Disubstituted Cyclopentenone from 2-Deoxy-D-Glucose and Application to Synthesis of Prostaglandin E1 Methyl Ester

被引：7
|
作者：
Kamishima, Takaaki [1 ,2 ]
Nonaka, Toshiyuki [2 ]
Watanabe, Toshihiro [1 ]
Koseki, Yoshitaka [1 ]
Kasai, Hitoshi [1 ]
机构：
[1] Tohoku Univ, Inst Multidisciplinary Res Adv Mat IMRAM, Aoba Ku, Sendai, Miyagi 9808577, Japan
[2] FromSeeds Corp, Aoba Ku, Sendai, Miyagi 9800845, Japan
来源：
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2018年 / 91卷 / 12期
关键词：
Biomass; Hydrothermal reaction; Total synthesis; HIGHLY EFFICIENT SYNTHESIS; ASYMMETRIC-SYNTHESIS; HIGH-TEMPERATURE; D-FRUCTOSE; GLUCOSE; WATER; HYDROLYSIS; PRESSURES; CELLULOSE; ACID;
D O I：
10.1246/bcsj.20180241
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We have developed a facile one-step conversion of 2-deoxy-D-glucose to form a disubstituted cyclopentenone through catalyst-free hydrothermal reaction under mild conditions. The use of 2-deoxy-D-glucose in one-pot conversion is to provide the formation of a carbon five-membered ring instead of the common biomass-derived furans such as furfural, 5-HMF, etc. The cyclopentenone has a potential to be a building block for the preparation of chemical products. As one example, we successfully demonstrated the synthesis of prostaglandin E-1 methyl ester.
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页码：1691 / 1696
页数：6
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