Catalytic asymmetric synthesis and optical resolution of planar chiral rotaxane

被引:55
作者
Makita, Yoshimasa
Kihara, Nobuhiro
Nakakoji, Naohisa
Takata, Toshikazu [1 ]
Inagaki, Shinji
Yamamoto, Chiyo
Okamoto, Yoshio
机构
[1] Tokyo Inst Technol, Dept Organ & Polymer Mat, Meguro Ku, Tokyo 1528552, Japan
[2] Kanagawa Univ, Fac Sci, Dept Chem, Hiratsuka, Kanagawa 2591293, Japan
[3] Osaka Prefecture Univ, Grad Sch Engn, Dept Appl Chem, Sakai, Osaka 5998531, Japan
[4] Nagoya Univ, Grad Sch Engn, Dept Appl Chem, Chikusa Ku, Nagoya, Aichi 4648603, Japan
关键词
D O I
10.1246/cl.2007.162
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Planar chiral rotaxanes were synthesized from crown ether and secondary ammonium salt via trialkylphosphane-catalyzed acylative end-capping. Their optical resolution was achieved by chiral HPLC after acylative neutralization of the ammonium group. When optically active trialkylphosphane 2 was used as the chiral acylation catalyst, optically active rotaxane (4.4% ee) was obtained.
引用
收藏
页码:162 / 163
页数:2
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