Rhodium-Catalyzed Asymmetric Synthesis of Spirocarbocycles: Arylboron Reagents as Surrogates of 1,2-Dimetalloarenes

被引:111
作者
Shintani, Ryo [1 ]
Isobe, Shingo [1 ]
Takeda, Momotaro [1 ]
Hayashi, Tamio [1 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
关键词
asymmetric catalysis; boron; chiral diene; rhodium; spirocycles; CHIRAL DIENE LIGANDS; QUATERNARY STEREOGENIC CENTERS; C-H ACTIVATION; ENANTIOSELECTIVE SYNTHESIS; CONJUGATE ADDITION; 1,4-PALLADIUM MIGRATION; STEERING LIGANDS; ARYLATIVE CYCLIZATION; CARBON CENTERS; CONSTRUCTION;
D O I
10.1002/anie.201000937
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Revolutionary Rh-oad: A rhodium/dienecatalyzed addition of sodium tetraarylborates to alkyne-tethered 2-cydoalken-lones has been developed for the synthesis of splrocarbocycles. The tetraarylborates catalytlcally form two new carbon-carbon bonds. A chlral diene ligand also asymmetrically creates quaternary spirocarbon stereocenters with high enantiomeric purity. © 2010 Wiley-VCH Verlag GmbH & Co. KCaA,.
引用
收藏
页码:3795 / 3798
页数:4
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