Chiral Phosphoric Acid Catalyzed Addition of Dihydropyrans to N-Acyl Imines: Stereocontrolled Access to Enantioenriched Spirocyclic Oxazoletetrahydropyrans with Three Contiguous Stereocenters

被引：29

作者：

Li, Guilong ^{[1
,2
]}

Kaplan, Matthew J. ^{[1
]}

Wojtas, Lukasz ^{[3
]}

Antilla, Jon C. ^{[1
]}

机构：

[1] Univ S Florida, Dept Chem, Tampa, FL 33620 USA

[2] Sun Yat Sen Univ, Sch Chem & Chem Engn, Guangzhou 510275, Guangdong, Peoples R China

[3] Univ S Florida, Dept Chem, Xray Facil, Tampa, FL 33620 USA

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 09期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

HIGHLY ENANTIOSELECTIVE ADDITION; ASYMMETRIC-SYNTHESIS; ALKYLATION;

D O I：

10.1021/ol100378t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dihydropyran derivatives readily undergo addition to N-acyl imines in the presence of chiral phosphoric acids. This addition process yields an attractive product that is capable of a tandem oxidative-cyclization via an epoxide intermediate.

引用

页码：1960 / 1963

页数：4

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