Enantioselective Synthesis of Chiral Tripodal Cage Compounds by [2+2+2] Cycloaddition of Branched Triynes

被引：53
|
作者：
Shibata, Takanori [1 ]
Uchiyama, Toshifumi [1 ]
Endo, Kohei [1 ]
机构：
[1] Waseda Univ, Sch Adv Sci & Engn, Dept Chem & Biochem, Shinjuku Ku, Tokyo 1698555, Japan
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 17期
关键词：
CONSTRUCTION; MACROCYCLES; COMPLEXES; ALKYNES;
D O I：
10.1021/ol9014893
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Cyclotrimerization of triynes branched by a nitrogen atom of 2-aminophenol yielded planar-chiral tripodal cage compounds. When a cationic Rh-Me-DUPHOS catalyst was used, the cycloadducts were obtained in high yield and excellent ee, and a macrocyclic compound with a [15]cyclophane system was also obtained. This method can be further applied to the synthesis of a triarmed pyridinophane by the intramolecular reaction of a diyne-nitrile.
引用
收藏
页码：3906 / 3908
页数：3
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