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

被引：90

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

来源：

SYNLETT | 2011年 / 04期

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

页码：449 / 460

页数：12

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