Synthesis of Enantiopure Axially Chiral C3-Symmetric Tripodal Ligands and Their Application as Catalysts in the Asymmetric Addition of Dialkylzinc to Aldehydes
- 13 August 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 68 (18) , 6859-6863
- https://doi.org/10.1021/jo034697t
Abstract
The enantioselective synthesis of a novel-type C(3)-symmetric tripodal ligand that is composed of a central mesitylene-derived core and three functionalized, axially chiral biaryl subunits is described. The triol (M,M,M)-3 is a suitable catalyst for the enantioselective addition of dialkylzinc to various aromatic aldehydes with asymmetric inductions of up to 98% ee.Keywords
This publication has 12 references indexed in Scilit:
- Axially chiral bidentate ligands in asymmetric catalysisTetrahedron, 2001
- The Atropisomer-Selective Synthesis of Biologically Active and Synthetically Useful Chiral BiarylsPublished by Springer Nature ,1999
- Novel, air-stable, lanthanide catalysts for the hetero Diels–Alder reactionCanadian Journal of Chemistry, 1996
- Early Transition Metal Alkoxide Complexes Bearing Homochiral Trialkanolamine LigandsJournal of the American Chemical Society, 1994
- Tripodal ligands possessing six convergent hydroxyl groups a novel family of iron sequestering agents based on o,o'-dihydroxybiphenyl subunitsTetrahedron, 1994
- Atranes: new examples with unexpected propertiesAccounts of Chemical Research, 1993
- Enantioselective addition of organozinc reagents to aldehydesChemical Reviews, 1992
- First Atropo‐Enantioselective Ring Opening of Achiral Biaryls Containing Lactone Bridges with Chiral Hydride‐Transfer Reagents Derived from BoraneAngewandte Chemie International Edition in English, 1992
- A Borate Propeller Compound as Chiral Catalyst for an Asymmetrically Induced Diels‐Alder ReactionAngewandte Chemie International Edition in English, 1990
- Geometric and Topological Thinking in Organic ChemistryAngewandte Chemie International Edition in English, 1986