Citation: 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 shu

Divergent pathways of β,γ-unsaturated α-diazocarbonyl compounds catalyzed by dirhodium and Lewis acids catalysts separately or in combination

Xin-Fang Xu ^a,b,, ,
Michael P. Doyle ^b

1.
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;
2.
b Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA

Corresponding author: Xin-Fang Xu,
Received Date: 13 November 2014
Available Online: 11 December 2014
Fund Project: MPD is grateful to the National Institutes of Health (No. GM 46503) (No. GM 46503)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. (No. CHE-1212446)

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.
- Divergent synthesis,
- β,γ-Unsaturated α-diazocarbonyl,
- compounds,
- Metal carbene (carbenoid),
- Dirhodium,
- Lewis acid catalyst
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