[5+3] Cycloaddition of 3-Oxidopyrylium: A Novel Route to Functionalized Cyclooctanoids from Furans

被引:3
|
作者
Krishna, Urlam Murali [1 ,2 ]
Patil, Mahendra P. [1 ]
Sunoj, Raghavan B. [1 ]
Trivedi, Girish K. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
[2] Emory Clin, Dept Surg & Biomed Engn, Sch Med, Atlanta, GA 30322 USA
来源
SYNTHESIS-STUTTGART | 2010年 / 02期
关键词
cyclooctanoids; 3-oxidopyrylium ylides; 5+3] cycloadditions; stereoselectivity; density functional calculations; RING-CLOSING METATHESIS; INTRAMOLECULAR 4+4 CYCLOADDITIONS; OLEFIN METATHESIS; CATALYZED CYCLOADDITIONS; CONSTRUCTION; HETEROCYCLES; STRATEGY; SYSTEM; DIENES; BORIDE;
D O I
10.1055/s-0029-1217092
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a facile and efficient synthesis of highly functionalized cyclooctanoid derivatives by employing a dimerization reaction of 3-oxidopyrylium ylides. Different substituents are introduced on the dimer and the stereochemical outcome of the resultant cyclooctanoids is unambiguously established by single-crystal Xray analysis.
引用
收藏
页码:320 / 328
页数:9
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