Rhodium-catalyzed enantioselective 1,2-addition of aluminum organyl compounds to cyclic enones

被引:36
作者
Siewert, Juergen [1 ]
Sandmann, Rene [1 ]
von Zezschwitz, Paultheo [1 ]
机构
[1] Univ Gottingen, Inst Organ Chem & Biochem, D-37077 Gottingen, Germany
关键词
1,2-addition; alanes; asymmetric catalysis; enones; rhodium;
D O I
10.1002/anie.200701087
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) A question of the ligand: The chemoselectivity of the rhodium-catalyzed addition of AlMe3 to cyclohex-2-enone is guided by the type of ligand used. Whereas use of an achiral {Rh(cyclooctadiene)} complex leads to a 1,4-addition, use of a {Rh(binap)} species gives highly enantioselective 1,2-additions. This unprecedented reaction can be used for stereoselective 1,2-methylations and arylations of cyclic enones (see scheme). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7122 / 7124
页数:3
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