Catalytic and regioselective ring expansion of arylcyclobutanones with trimethylsilyldiazomethane. Ligand-dependent entry to β-ketosilane or enolsilane adducts
Divergent reactivity is uncovered in the homologation of arylcyclobutanones with trimethylsilyldiazomethane. With Sc(OTf)3 as catalyst, enolsilanes are obtained with a high preference for methylene migration. By contrast, Sc(hfac)3 g
Dabrowski, Jennifer A.,Moebius, David C.,Wommack, Andrew J.,Kornahrens, Anne F.,Kingsbury, Jason S.
supporting information; experimental part
p. 3598 - 3601
(2010/11/04)
The First Example of Asymmetric Dihydroxylation of Cyclopropylidene Derivatives --- An Enantioenriched Formal Total Synthesis of (-)-Filiformin
The first example of asymmetric dihydroxylation (AD) of the cyclopropylidene derivatives 4a-e followed by enantiospecific 1,2-rearrangement of the resulted diols 5a-e to give the optically active cyclobutanones 7a-e was reported.The synthesis of 7e consti
A Novel and Efficient Route to Chiral A-Ring Aromatic Trichothecanes - The First Enantiocontrolled Total Synthesis of (-)-Debromofiliformin and (-)-Filiformin
The first examples of asymmetric dihydroxylation (AD) of the cyclopropylidene derivatives 12a-e followed by enantiospecific 1,2-rearrangement of the resulted diols 13a-e to give the optically active cyclobutanones 15a-d and 11, and also the first enantioc