Rhodium-catalyzed asymmetric cyclodimerization of oxa- and azabicyclic alkenes

被引:49
作者
Nishimura, Takahiro [1 ]
Kawamoto, Takahiro [1 ]
Sasaki, Keigo [1 ]
Tsurumaki, Eiji [1 ]
Hayashi, Tamio [1 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
关键词
D O I
10.1021/ja068488c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Asymmetric homo-cyclodimerization of oxabicyclic alkenes proceeded with high efficiency in the presence of a cationic rhodium/(R)-binap catalyst to give high yields of chiral tetrahydrofurans of up to 99% ee. The cationic rhodium complex also catalyzed the asymmetric cross-cyclodimerization between oxabicyclic alkenes and dimethyl 2-butynedioate, which gave dihydrofurans as [3+2] cycloadducts with high enantioselectivity (99% ee).
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页码:1492 / +
页数:3
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