Thermal intramolecular [2+2] cycloaddition of allenenes and allenynes: Diastereoselective access to bicyclic nitrogen heterocycles

被引:78
作者
Ohno, H [1 ]
Mizutani, T
Kadoh, Y
Miyamura, K
Tanaka, T
机构
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
[2] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
关键词
allenes; bicyclic compounds; cycloaddition; nitrogen heterocycles; regioselectivity;
D O I
10.1002/anie.200501413
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Squaring the circle: A route to bicyclo-[4.2.0]octane derivatives has been developed by the [2+2] cycloaddition of allenenes or allenynes. The thermal intramolecular [2+2] cycloaddition of simple allenes 1 with an additional multiple bond leads to direct and regioselective formation of the distal adducts 2 in good to excellent yields. (Chemical Equation Presented) © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5113 / 5115
页数:3
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