1003274-23-4Relevant academic research and scientific papers
Chiral chromium(III) porphyrins as highly enantioselective catalysts for Hetero-Diels-Alder reactions between aldehydes and dienes
Berkessel, Albrecht,Ertuerk, Erkan,Laporte, Cecile
, p. 223 - 228 (2006)
Starting from enantiomerically pure 5,10,15,20-tetrakis[(1S,4R,5R,8S)-1,2, 3,4,5,6,7,8-octahydro-1,4:5,8-dimethanoanthracene-9-yl]porphyrin, treatment with CrCl2 and subsequent air oxidation afforded the corresponding Cr(III) complex, with chlo
A two-directional approach to a (-)-dictyostatin C11-C23 segment: Development of a highly diastereoselective, kinetically-controlled Meerwein-Ponndorf-Verley reduction
Dilger, Andrew K.,Gopalsamuthiram, Vijay,Burke, Steven D.
, p. 16273 - 16277 (2008/09/20)
A three-step synthesis of a precursor to the C11-C23 segment of (-)-dictyostatin is described. The sequence features a sonication-assisted, enantioselective double hetero Diels-Alder (HDA) reaction catalyzed by Jacobsen's Cr(III) Schiff base catalyst, followed by a novel, highly diastereoselective Meerwein-Ponndorf-Verley (MPV) reduction of the hydropyranone subunits under kinetic control to yield the bis-(axial alcohol) 4. Generalized studies of both the HDA and MPV methodologies are also described.
Asymmetric cycloaddition reactions
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Page column 59, (2010/01/31)
The present invention relates to a process for stereoselective cycloaddition reactions which generally comprises a cycloaddition reaction between a pair of substrates, each either chiral or prochiral, that contain reactive π-systems, in the presence of a non-racemic chiral catalyst, to produce a stereoisomerically enriched product. The present invention also relates to novel asymmetric catalyst complexes comprising a metal and an asymmetric tridentate ligand.
Highly enantio- and diastereoselective hetero-Diels-Alder reactions catalyzed by new chiral tridentate chromium(III) catalysts
Dossetter, Alexander G.,Jamison, Timothy F.,Jacobsen, Eric N.
, p. 2398 - 2400 (2007/10/03)
Even moderately nucleophilic dienes react with simple aldehydes in the presence of a new Cr(III) catalyst in a hetero-Diels-Alder reaction [Eq. (1)]. Tetrahydropyranyl products with up to three stereogenic centers are generated in near-perfect diastereose
