Catalytic Enantioselective Synthesis of Chiral Tetraphenylenes: Consecutive Inter- and Intramolecular Cycloadditions of Two Triynes

被引：65
作者：
Shibata, Takanori [1 ]
Chiba, Tatsuya [1 ]
Hirashima, Hiroyuki [1 ]
Ueno, Yasunori [1 ]
Endo, Kohei [1 ]
机构：
[1] Waseda Univ, Fac Adv Sci & Engn, Dept Chem & Biochem, Shinjuku Ku, Tokyo 1698555, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 43期
关键词：
alkynes; asymmetric synthesis; chirality; cycloaddition; rhodium; BIPHENYLENE; COMPLEXES; SYSTEMS; LIGAND;
D O I：
10.1002/anie.200903715
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Triynes having a phenylene-bridged 1,5-diyne moiety were transformed into substituted tetraphenylenes by the title sequence. A cationic Rh-ligand species catalyzed this highly enantioselective reaction. This protocol is a new and easy approach to the construction of the tetraphenylene skeleton and enables an efficient asymmetric synthesis (see scheme; R=H; Z=NTs, C(CO2Me) 2, O). © 2009 Wiley-VCH Verlag.
引用
收藏
页码：8066 / 8069
页数：4
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