Rhodium-Catalyzed Cyclopropanation of Alkenes with Dimethyl Diazomalonate

The outstanding ability of dirhodium α,α,α′,α′‐tetramethyl‐1,3‐benzenedipropanoate [Rh2(esp)2; esp=α,α,α′,α′‐tetramethyl‐1,3‐benzenedipropanoate] to catalyze the cyclopropanation of a wide range of alkenes with malonate‐derived carbenoids under mild reaction conditions is reported in this communicat...

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Published inAdvanced synthesis & catalysis Vol. 350; no. 6; pp. 813 - 816
Main Authors González-Bobes, Francisco, Fenster, Michaël D. B., Kiau, Susanne, Kolla, Laxma, Kolotuchin, Sergei, Soumeillant, Maxime
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 07.04.2008
WILEY‐VCH Verlag
Wiley
Subjects
alkenes
carbenoids
Chemistry
Chemistry, Applied
Chemistry, Organic
cyclopropanes
CC bond formation
diazo compounds
Physical Sciences
rhodium
Science & Technology
DIRHODIUM(II)
PHENYLIODONIUM YLIDE
COMPLEXES
cyclopropanes
alkenes
CYCLOPROPENES
C-C bond formation
CARBENOID REACTIONS
CHIRAL ANALYSIS
CHEMISTRY
carbenoids
OLEFINS
diazo compounds
DERIVATIVES
C-H AMINATION
rhodium
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Summary:The outstanding ability of dirhodium α,α,α′,α′‐tetramethyl‐1,3‐benzenedipropanoate [Rh2(esp)2; esp=α,α,α′,α′‐tetramethyl‐1,3‐benzenedipropanoate] to catalyze the cyclopropanation of a wide range of alkenes with malonate‐derived carbenoids under mild reaction conditions is reported in this communication. The experimental protocol is remarkably simple, uses readily accessible and stable dimethyl diazomalonate with very low catalyst loading. More importantly, the alkene is employed as a limiting reagent.
Bibliography:istex:854D0D8581C0CF2CE78BF52359D3DC5090498BE9
ArticleID:ADSC200800027
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ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200800027