Highly diastereroselective synthesis of dihydrofurans and dihydropyrroles via pyridine catalyzed formal [4+1] annulation

被引：58
|
作者：
Liu, Chun-Rong [1 ]
Zhu, Ben-Hu [3 ]
Zheng, Jun-Cheng [1 ]
Sun, Xiu-Li [1 ]
Xie, Zuowei [2 ]
Tang, Yong [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[2] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
[3] Suzhou Univ, Sch Chem & Chem Engn, Suzhou 215123, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 04期
关键词：
ENANTIOSELECTIVE SYNTHESIS; ETHYL DIAZOACETATE; PORPHYRIN COMPLEX; SULFUR YLIDES; ORGANOCATALYTIC CYCLOPROPANATION; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC EPOXIDATION; SELECTIVE OLEFINATION; ORGANIC-SYNTHESIS; SULFONIUM YLIDES;
D O I：
10.1039/c0cc02347g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A pyridine-catalyzed ylide cyclization affording dihydrofurans and dihydropyrroles has been developed. In the presence of a catalytic amount of pyridine and Fe(Tcpp)Cl, alpha-ylidene-beta-diketones and alpha, beta-unsaturated imines react with diazoacetates providing dihydrofurans and dihydropyrroles respectively, in up to 96% yield with high diastereoselectivities.
引用
收藏
页码：1342 / 1344
页数：3
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