Asymmetric Cycloetherification via the Kinetic Resolution of Alcohols Using Chiral Phosphoric Acid Catalysts

被引：19

作者：

Yoneda, Naoki ^{[1
]}

Matsumoto, Akira ^{[1
]}

Asano, Keisuke ^{[1
]}

Matsubara, Seijiro ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Nishikyo Ku, Kyoto 6158510, Japan

来源：

CHEMISTRY LETTERS | 2016年 / 45卷 / 11期

关键词：

Organocatalyst; Asymmetric cycloetherification; Tetrahydropyran (THP); BOND-FORMING REACTIONS; STRONGER BRONSTED ACIDS; OXY-MICHAEL ADDITION; BIFUNCTIONAL ORGANOCATALYSTS; NATURAL-PRODUCTS; AMINOTHIOUREA CATALYSTS; TRANSFER HYDROGENATION; SECONDARY ALCOHOLS; MANNICH REACTIONS; RECENT PROGRESS;

D O I：

10.1246/cl.160727

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In this study, novel asymmetric cycloetherification via the kinetic resolution of secondary or tertiary alcohols using chiral phosphoric acid catalysts was developed, affording tetrahydropyrans (THPs) with two stereogenic centers. The cyclization of the recovered optically active alcohols afforded other stereoisomers of THPs. These protocols offer efficient synthetic routes to various optically active THP derivatives, which are important structures found in a range of biologically active agents.

引用

页码：1300 / 1303

页数：4

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