Aoibheann O’ Connor, Calvin Q. O’Broin, Julia Bruno-Colmenarez, Patrick J. Guiry
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引用次数: 0
Abstract
The preparation of a focused library of chiral 2-amido and 2-amido-1-phenyl-1,3-dienes from a range of chiral oxazolidinones using palladium-catalysis is reported. This palladium-catalyzed carbon–nitrogen bond-forming reaction provides the corresponding chiral amido-dienes in moderate to excellent yields (12 examples, up to 97%). The resulting chiral amido-dienes are employed as novel dienes in Diels–Alder (DA) reactions (58 examples, up to 93:7 dr, up to 70% yield). A range of chiral cyclic ketones were accessed upon hydrolysis, affording products with high levels of enantioselectivity (up to 92% ee, up to 81% yield).
期刊介绍：
The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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