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Divergent pathways of β,γ-unsaturated α-diazocarbonyl compounds catalyzed by dirhodium and Lewis acids catalysts separately or in combination
引用本文:Xin-Fang Xu,Michael P.Doyle. Divergent pathways of β,γ-unsaturated α-diazocarbonyl compounds catalyzed by dirhodium and Lewis acids catalysts separately or in combination[J]. 中国化学快报, 2015, 26(2): 227-232. DOI: 10.1016/j.cclet.2014.12.014
作者姓名:Xin-Fang Xu  Michael P.Doyle
作者单位:a Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Dushu Lake Campus, Soochow University, Suzhou 215123, China;b Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
基金项目:MPD is grateful to the National Institutes of Health (No. GM 46503) and the National Science Foundation (No. CHE-1212446). XFX is thankful to the starting funding from Soochow University and Key Laboratory of Organic Synthesis of Jiangsu Province.
摘    要:β,γ-Unsaturated a-diazocarbonyl compounds possess two reactive sites for electrophilic addition-one at the diazo carbon and the other at the vinylogous γ-position.Controlled by catalyst,divergent transformations are achieved starting from the same starting materials,either by Lewis acid-catalyzed addition or by dirhodium-catalyzed metal carbene reactions.In select cases two catalysts working in combination or in sequence provide a relay for cascade transformations.In this review,we summarize advances in catalyst-dependent divergent transformations of β,γ-unsaturated α-diazocarbonyl compounds and highlight the potential of this exciting research area and the many challenges that remain.

关 键 词:Divergent synthesis  β,γ-Unsaturated α-diazocarbonyl  compounds  Metal carbene(carbenoid)  Dirhodium  Lewis acid catalyst
收稿时间:2014-11-13
修稿时间:2014-12-11

Divergent pathways of β,γ-unsaturated α-diazocarbonyl compounds catalyzed by dirhodium and Lewis acids catalysts separately or in combination
Xin-Fang Xu,Michael P. Doyle. Divergent pathways of β,γ-unsaturated α-diazocarbonyl compounds catalyzed by dirhodium and Lewis acids catalysts separately or in combination[J]. Chinese Chemical Letters, 2015, 26(2): 227-232. DOI: 10.1016/j.cclet.2014.12.014
Authors:Xin-Fang Xu  Michael P. Doyle
Affiliation:a Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Dushu Lake Campus, Soochow University, Suzhou 215123, China;b Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
Abstract:β,γ-Unsaturated α-diazocarbonyl compounds possess two reactive sites for electrophilic addition -one at the diazo carbon and the other at the vinylogous g-position. Controlled by catalyst, divergent transformations are achieved starting from the same starting materials, either by Lewis acid-catalyzed addition or by dirhodium-catalyzed metal carbene reactions. In select cases two catalysts working in combination or in sequence provide a relay for cascade transformations. In this review, we summarize advances in catalyst-dependent divergent transformations of β,γ-unsaturated α-diazocarbonyl compounds and highlight the potential of this exciting research area and the many challenges that remain.
Keywords:Divergent synthesis  &beta  ,&gamma  -Unsaturated &alpha  -diazocarbonyl  compounds  Metal carbene (carbenoid)  Dirhodium  Lewis acid catalyst
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