ASYMMETRIC [2 + 2] CYCLOADDITION REACTION CATALYZED BY A CHIRAL TITANIUM REAGENT

被引:177
作者
NARASAKA, K
HAYASHI, Y
SHIMADZU, H
NIIHATA, S
机构
[1] Department of Chemistry, Faculty of Science, University of Tokyo, Tokyo 113, Hongo, Bunkyo-ku
关键词
D O I
10.1021/ja00049a020
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the presence of certain Lewis acids, alkenes containing an alkylthio group (for example, ketene dithioacetals, alkenyl sulfides, alkynyl sulfides, and allenyl sulfides) react with electron deficient olefins to give the corresponding cyclobutane, cyclobutene, or methylene cyclobutane derivatives. By employing a chiral titanium catalyst generated in situ from dichlorodiisopropoxytitanium and a tartrate-derived chiral diol, the [2 + 2] cycloaddition reaction proceeds with high enantioselectivity.
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页码:8869 / 8885
页数:17
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