Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis

被引：10
作者：
Trost, Barry M. [1 ]
Masters, James T. [1 ]
Lumb, Jean-Philip [1 ]
Fateen, Dahlia [1 ]
机构：
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
来源：
CHEMICAL SCIENCE | 2014年 / 5卷 / 04期
基金：
美国国家科学基金会; 美国国家卫生研究院;
关键词：
ENANTIOSELECTIVE SYNTHESIS; KINETIC RESOLUTION; FORMAL SYNTHESIS; ORGANIC-SYNTHESIS; BUILDING-BLOCKS; BOND FORMATION; EPOXYQUINOL-A; EPOXYTWINOL-A; ATOM ECONOMY; EFFICIENT;
D O I：
10.1039/c3sc53250j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The palladium-catalyzed oxidative desymmetrization of meso-dibenzoates yields g-benzoyloxy cycloalkenones in good yields and with excellent levels of enantioselectivity. These compounds serve as precursors to a broad range of substituted cycloalkenones, including well-established synthetic building blocks and elaborated cycloalkanone derivatives. The ability to prepare both enantiomers of the oxidative desymmetrization products enables a unified strategy toward stereochemically diverse epoxyquinoid natural products.
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收藏
页码：1354 / 1360
页数：7
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