Catalytic, Asymmetric Synthesis of Cyanohydrin Ethyl Carbonates
- 11 October 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 5 (23) , 4505-4507
- https://doi.org/10.1021/ol035828f
Abstract
The bimetallic titanium complex [(salen)TiO]2, where salen is the ligand derived from (R,R)-cyclohexanediamine and 3,5-di-tert-butyl-salicylaldehyde, has been shown to catalyze the asymmetric addition of ethyl cyanoformate to aldehydes leading to cyanohydrin carbonates with high enantiomeric excesses.Keywords
This publication has 6 references indexed in Scilit:
- Efficient Two-Step Conversion of α,β-Unsaturated Aldehydes to Optically Active γ-Oxy-α,β-unsaturated Nitriles and Its Application to the Total Synthesis of (+)-Patulolide COrganic Letters, 2003
- Enantioselective cyanoformylation of aldehydes mediated by BINOLAM–AlCl as a monometallic bifunctional catalystTetrahedron: Asymmetry, 2003
- A Trigonal‐Bipyramidal Ferric Aqua Complex with a Sterically Hindered Salen Ligand as a Model for the Active Site of Protocatechuate 3,4‐DioxygenaseAngewandte Chemie International Edition in English, 2002
- Catalytic Asymmetric Synthesis of O-Acetylcyanohydrins from Potassium Cyanide, Acetic Anhydride, and Aldehydes, Promoted by Chiral Salen Complexes of Titanium(IV) and Vanadium(V)Helvetica Chimica Acta, 2002
- Chiral salen–metal complexes as novel catalysts for the asymmetric synthesis of α-amino acids under phase transfer catalysis conditionsTetrahedron, 2001
- The Asymmetric Addition of Trimethylsilyl Cyanide to Aldehydes Catalyzed by Chiral (Salen)Titanium ComplexesJournal of the American Chemical Society, 1999