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EnglishA highly stereoselective route to densely functionalized cyclohexanes is described, via a Cinchona-based bifunctional organocatalyzed Henry/Michael/retro-Henry/Henry domino reaction. The peculiar stereoconvergent mechanism allows the creation of up to four contiguous stereocenters in a highly stereodefined manner starting from both achiral aldehydes and racemic nitro alcohols. The simple and efficient protocol can be exploited to synthesize a wide range of substrates and also useful bioactive molecules.
| Titolo: | A New Henry/Michael/Retro-Henry/Henry Domino Sequence Promoted by Bifunctional Organocatalysts |
| Autore/i: | QUINTAVALLA, ARIANNA; LOMBARDO, MARCO; S. P. Sanap; TROMBINI, CLAUDIO |
| Autore/i Unibo: | |
| Anno: | 2013 |
| Rivista: | |
| Digital Object Identifier (DOI): | http://dx.doi.org/10.1002/adsc.201201135 |
| Abstract: | A highly stereoselective route to densely functionalized cyclohexanes is described, via a Cinchona-based bifunctional organocatalyzed Henry/Michael/retro-Henry/Henry domino reaction. The peculiar stereoconvergent mechanism allows the creation of up to four contiguous stereocenters in a highly stereodefined manner starting from both achiral aldehydes and racemic nitro alcohols. The simple and efficient protocol can be exploited to synthesize a wide range of substrates and also useful bioactive molecules. |
| Data prodotto definitivo in UGOV: | 2013-06-13 16:28:43 |
| Appare nelle tipologie: | 1.01 Articolo in rivista |
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http://hdl.handle.net/11585/134487
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