Evaluating the role of solvent and borane on the enantioselectivity of the oxazaborolidine reduction of prochiral ketones using catalysts derived from cis-(1R,2S)-1-amino-indan-2-ol
- 1 August 2003
- journal article
- research article
- Published by Elsevier in Tetrahedron: Asymmetry
- Vol. 14 (15) , 2115-2118
- https://doi.org/10.1016/s0957-4166(03)00401-4
Abstract
No abstract availableKeywords
This publication has 13 references indexed in Scilit:
- Efficient desymmetrisation of a meso-imide using a chiral oxazaborolidine catalystTetrahedron: Asymmetry, 2002
- Design, synthesis and structure of new chiral squaric acid monoaminoalcohols and diaminoalcohols and their use as catalysts in asymmetric reduction of ketones and diketonesTetrahedron, 2001
- Asymmetric reduction using N-methyl and N-benzyl oxazaborolidines based upon cis-1-amino-2-indanol: a preliminary mechanistic studyTetrahedron: Asymmetry, 2000
- Catalytic enantioselective reactions. Part 16. Oxazaborolidine-catalyzed asymmetric borane reduction of α-keto acetalsJournal of the Chemical Society, Perkin Transactions 1, 1999
- Reduction of Carbonyl Compounds with Chiral Oxazaborolidine Catalysts: A New Paradigm for Enantioselective Catalysis and a Powerful New Synthetic MethodAngewandte Chemie International Edition in English, 1998
- Oxazaborolidine catalyzed enantioselective reductions of cyclic meso-imidesTetrahedron Letters, 1994
- Quantum chemical modeling of chiral catalysis. Part 6. On the relative stability of dimers of chiral oxazaborolidines used in the catalytic enantioselective reduction of ketonesTetrahedron: Asymmetry, 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
- Quantum chemical modeling of chiral catalysis. Part 3. On the role of a Lewis basic solvent in the mechanism of catalytic enantioselective reduction of carbonyl compounds by chiral oxazaborolidinesTetrahedron: Asymmetry, 1991
- Highly enantioselective borane reduction of ketones catalyzed by chiral oxazaborolidines. Mechanism and synthetic implicationsJournal of the American Chemical Society, 1987