β-Carbon Elimination from Cyclobutanols: A Clean Access to Alkylrhodium Intermediates Bearing a Quaternary Stereogenic Center

被引:88
作者
Cramer, Nicolai [1 ]
Seiser, Tobias [2 ]
机构
[1] Ecole Polytech Fed Lausanne, Lab Asymmetr Catalysis & Synth, EPFL SB ISIC LCSA, BCH 4305, CH-1015 Lausanne, Switzerland
[2] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland
关键词
rhodium; rearrangements; asymmetric catalysis; C-C activation; C-H activation; C-C BOND; CATALYZED ASYMMETRIC ARYLATION; OXIDATION-REDUCTION HYDRATION; TERT-CYCLOBUTANOLS; RING-EXPANSION; H BOND; ENANTIOSELECTIVE CONSTRUCTION; MOLECULAR-OXYGEN; METAL INSERTION; PALLADIUM;
D O I
10.1055/s-0030-1259536
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The catalytic activation of C-C bonds bears significant ecological and economical advantages. In this account we describe our results for an enantioselective C-C activation of symmetrically substituted tert-cyclobutanols. Subsequent downstream reactions of the obtained alkylrhodium intermediate give rise to a wide range of synthetically versatile products bearing all-carbon quaternary stereogenic centers with excellent enantioselectivities.
引用
收藏
页码:449 / 460
页数:12
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