
%0 Journal Article
%A Heisler, T 
%A Janowski, WK 
%A Prager, RH 
%A Thompson, MJ 
%T The Chemistry of Phthalidecarboxylic Acid. IV. Michael Additions to Conjugated Ketones
%J Australian Journal of Chemistry
%D 1989/01/01
%V 42
%N 1
%P 37-47
%K 
%R https://doi.org/10.1071/CH9890037
%U https://www.publish.csiro.au/paper/CH9890037 
%X Michael additions of methyl 3-oxo-1,3-dihydroisobenzofuran-1-carboxylate to conjugated ketones are reported. The use of amine catalysts gives only the kinetic product; the use of cinchonine and cinchonidine gives a single diastereoisomer with 67% enantiomeric excess and of opposite chirality respectively. The use of lithium diisopropylamide gives 4-oxotetrahydronaphthalenes which react with aqueous base to give the thermodynamic diastereoisomer of the Michael adduct. 
