doi: 10.1039/b507768k.
Epub 2005 Jul 25.
Enantioselective allylation of ketones catalyzed by chiral In(III)-PYBOX complexes
Affiliations
- PMID: 16100608
- DOI: 10.1039/b507768k
Item in Clipboard
Enantioselective allylation of ketones catalyzed by chiral In(III)-PYBOX complexes
Chem Commun (Camb).
.
Abstract
In the presence of 20 mol% of chiral catalytic complex prepared from In(OTf)3 and chiral PYBOX, allyltributylstannane reacted with achiral ketones to afford the corresponding homoallylic alcohols in moderate to high enantioselectivities (54-95% ee), which constitutes the first example of enantioselective allylation of ketones catalyzed by the chiral In(III)-PYBOX complex.
Similar articles
-
Enantioselective synthesis of homoallylic alcohols via a chiral In(III)-PYBOX complex.Chem Commun (Camb). 2005 Feb 28;(8):1010-2. doi: 10.1039/b415550e. Epub 2005 Jan 5. Chem Commun (Camb). 2005. PMID: 15719099
-
Enantioselective allylation of aldehydes catalyzed by chiral indium(III) complexes immobilized in ionic liquids.Chem Commun (Camb). 2005 May 14;(18):2345-7. doi: 10.1039/b500086f. Epub 2005 Mar 15. Chem Commun (Camb). 2005. PMID: 15877123
-
Highly enantioselective allylation of aldehydes catalyzed by indium(III)-PYBOX complex.Org Lett. 2005 Jan 6;7(1):159-61. doi: 10.1021/ol047711c. Org Lett. 2005. PMID: 15625002
-
Highly enantioselective ketone-ene reactions of trifluoropyruvate: significant counterion effect of the In(III)-pybox complex.Org Lett. 2009 Dec 17;11(24):5714-6. doi: 10.1021/ol902507x. Org Lett. 2009. PMID: 19911807
-
New chiral ruthenium(II) catalysts containing 2,6-bis(4'-(R)-phenyloxazolin-2'-yl)pyridine (Ph-pybox) ligands for highly enantioselective transfer hydrogenation of ketones.Chemistry. 2004 Jan 23;10(2):425-32. doi: 10.1002/chem.200305170. Chemistry. 2004. PMID: 14735511
Cited by
-
A green chemistry approach to asymmetric catalysis: solvent-free and highly concentrated reactions.Chem Rev. 2007 Jun;107(6):2503-45. doi: 10.1021/cr0509556. Epub 2007 May 27. Chem Rev. 2007. PMID: 17530908 Free PMC article. No abstract available.
-
The mechanism and an improved asymmetric allylboration of ketones catalyzed by chiral biphenols.Angew Chem Int Ed Engl. 2009;48(46):8679-82. doi: 10.1002/anie.200904715. Angew Chem Int Ed Engl. 2009. PMID: 19816902 Free PMC article.
-
Highly concentrated catalytic asymmetric allylation of ketones.Org Lett. 2007 Feb 1;9(3):381-4. doi: 10.1021/ol062264h. Org Lett. 2007. PMID: 17249767 Free PMC article.
LinkOut - more resources
Full Text Sources
