Krische Group – Professor Product Portal
Professor Michael Krische
The Krische group has developed a broad class of “C-C bond forming transfer hydrogenations” wherein the exchange of hydrogen between alcohols and unsaturated reactants serves to generate aldehyde-organometal pairs that combine to give products of carbonyl addition. This methodology enables direct alcohol CH-functionalization, avoiding discrete alcohol-to-aldehyde redox manipulations. The indicated cyclometallated iridium C,O-benzoate complexes can be handled on the bench top and deployed in aqueous organic media.
Krische Group Website
Recent papers from the Krische Group
1.
Han SB, Gao X, Krische MJ. 2010. Iridium-Catalyzedanti-Diastereo- and Enantioselective Carbonyl (Trimethylsilyl)allylation from the Alcohol or Aldehyde Oxidation Level. J. Am. Chem. Soc.. 132(26):9153-9156. https://doi.org/10.1021/ja103299f
2.
Zhang YJ, Yang JH, Kim SH, Krische MJ. 2010. anti-Diastereo- and Enantioselective Carbonyl (Hydroxymethyl)allylation from the Alcohol or Aldehyde Oxidation Level: Allyl Carbonates as Allylmetal Surrogates. J. Am. Chem. Soc.. 132(13):4562-4563. https://doi.org/10.1021/ja100949e
3.
Gao X, Han H, Krische MJ. 2011. Direct Generation of Acyclic Polypropionate StereopolyadsviaDouble Diastereo- and Enantioselective Iridium-Catalyzed Crotylation of 1,3-Diols: Beyond Stepwise Carbonyl Addition in Polyketide Construction. J. Am. Chem. Soc.. 133(32):12795-12800. https://doi.org/10.1021/ja204570w
4.
Han SB, Han H, Krische MJ. 2010. Diastereo- and Enantioselectiveanti-Alkoxyallylation Employing Allylicgem-Dicarboxylates as Allyl Donors via Iridium-Catalyzed Transfer Hydrogenation. J. Am. Chem. Soc.. 132(6):1760-1761. https://doi.org/10.1021/ja9097675
5.
Han SB, Kim IS, Han H, Krische MJ. 2009. Enantioselective Carbonyl Reverse Prenylation from the Alcohol or Aldehyde Oxidation Level Employing 1,1-Dimethylallene as the Prenyl Donor. J. Am. Chem. Soc.. 131(20):6916-6917. https://doi.org/10.1021/ja902437k
6.
Gao X, Townsend IA, Krische MJ. 2011. Enhanced anti-Diastereo- and Enantioselectivity in Alcohol-Mediated Carbonyl Crotylation Using an Isolable Single Component Iridium Catalyst. J. Org. Chem.. 76(7):2350-2354. https://doi.org/10.1021/jo200068q
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DISCIPLINES
- Organic Synthetic Chemistry
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