Peer-Reviewed Journal Details
Mandatory Fields
Gavin D.;Stephens J.
2011
July
Arkivoc
Organocatalytic enantioselective Michael addition of β-diketones to β-nitrostyrene: The first Michael addition of dipivaloylmethane to an activated olefin
Published
()
Optional Fields
Bifunctional thiourea catalysts Cinchona alkaloids Michael addition Nitrostyrene Organocatalysis β-diketones
2011
9
407
421
The addition of a family of β-diketones to β-nitrostyrene was explored using a library of cinchona organocatalysts. A thiourea organocatalyst, under improved reaction conditions, is shown to be much more efficient at catalyzing this reaction than previously reported giving excellent yields and enantioselectivites (up to 95% yield and 97% ee). The same thiourea organocatalyst was employed in the first successful Michael addition of the sterically challenging dipivaloylmethane to β-nitrostyrene (99% ee). © ARKAT-USA, Inc.
1551-7012
Grant Details