Prins Cascade Cyclization for the Synthesis of 1,9-Dioxa-4-azaspiro[5.5]undecane Derivatives

被引:28
作者
Reddy, B. V. Subba [1 ]
Medaboina, Durgaprasad [1 ]
Sridhar, B. [2 ]
Singarapu, Kiran Kumar [3 ]
机构
[1] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India
[2] Indian Inst Chem Technol, Lab Xray Crystallog, Hyderabad 500007, Andhra Pradesh, India
[3] Indian Inst Chem Technol, Ctr Nucl Magnet Resonance, Hyderabad 500007, Andhra Pradesh, India
关键词
STEREOSELECTIVE-SYNTHESIS; NK1; ANTAGONISTS; BICYCLES; POTENT; SYSTEM;
D O I
10.1021/jo4027534
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel Prins cascade process for the synthesis of 1,9-dioxa-4- azaspiro[5.5]undecane derivatives by the coupling of aldehydes with N-(4-hydroxy-2-methylenebutyl)-N-(2-hydroxyethyl)-4-methylbenzenesulfonamide has been developed. This is the first report of the synthesis of spiromorpholinotetrahydropyran derivatives through a Prins bicyclization.
引用
收藏
页码:2289 / 2295
页数:7
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