Asymmetric induction in the addition of thioacetic S‐acid to α,β‐unsaturated esters
- 1 January 1983
- journal article
- research article
- Published by Wiley in Recueil des Travaux Chimiques des Pays-Bas
- Vol. 102 (11) , 479-483
- https://doi.org/10.1002/recl.19831021104
Abstract
2‐Methylpropenoates and cis‐ or trans‐butenedioates add thioacetic S‐acid under conditions of asymmetric catalysis by cinchona alkaloids to give optically active thioacetates. Structural factors influencing the stereochemical outcome of the reaction are discussed.Keywords
This publication has 20 references indexed in Scilit:
- Addition of aromatic thiols to conjugated cycloalkenones, catalyzed by chiral .beta.-hydroxy amines. A mechanistic study of homogeneous catalytic asymmetric synthesisJournal of the American Chemical Society, 1981
- Chance, necessity and asymmetric catalysisRecueil des Travaux Chimiques des Pays-Bas, 1981
- Alkaloid-catalysed asymmetric addition of thiocarboxylic S-acids to cyclohex-2-en-1-ones. Absolute configuration of the adducts by O,S-dibenzoate Cotton effectJournal of the Chemical Society, Chemical Communications, 1981
- New Approaches in Asymmetric SynthesisTopics in Stereochemistry, 1979
- Functional polymers. 1. Poly(cinchona alkaloid-co-acrylonitrile)s. New polymer catalysts for asymmetric synthesisJournal of the American Chemical Society, 1978
- Asymmetric SynthesisSynthesis, 1978
- Asymmetrisch katalysierte Additionen von Thiolen an α‐Aminoacrylsäure‐ Derivate und NitroolefineJournal für Praktische Chemie, 1977
- Preparation of Thiolmethacrylate Esters. A Study of the Reaction of Sodium Mercaptides with Methacrylyl Chloride1Journal of the American Chemical Society, 1958
- Phenyl EstersJournal of the American Chemical Society, 1953
- 345. Unsaturated lactones and related substances. Part V. Dihydro-β-ketomuconic acid and carboxy-lactones of the protoanemonin typeJournal of the Chemical Society, 1951