Facile Access to Chiral Ketones through Metal-Free Oxidative C?C Bond Cleavage of Aldehydes by O2

被引:64
作者
Tiwari, Bhoopendra [1 ]
Zhang, Junmin [1 ]
Chi, Yonggui Robin [1 ]
机构
[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
基金
新加坡国家研究基金会;
关键词
C?C cleavage; enamines; ketones; oxygen; synthetic methods; CARBON-CARBON BOND; INTERMOLECULAR STETTER REACTION; ASYMMETRIC ALPHA-AMINATION; CROSS-COUPLING REACTIONS; N-BOC-IMINES; MOLECULAR-OXYGEN; BETA; BETA-DISUBSTITUTED ENAMINES; MANNICH REACTION; NITROALKENES; CHEMISTRY;
D O I
10.1002/anie.201107473
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Giving the metal the boot: The title reaction provides facile access to functionalized chiral ketones from chiral α,α′-disubstituted aldehydes in the presence of molecular oxygen (see scheme). The C-C bond-cleavage approach offers an alternative or better method relative to the typical bond-forming strategies used in synthesizing chiral ketones. © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:1911 / 1914
页数:4
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