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

被引：77
|
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
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 32期
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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