A highly atom-economical, chemoselective, and stereoselective Lewis base (LB)-catalyzed dual umpolung domino Michael reaction between cyclohexadienones and alkynyl esters has been developed. PPh3, as a LB catalyst, afforded either the… Click to show full abstract
A highly atom-economical, chemoselective, and stereoselective Lewis base (LB)-catalyzed dual umpolung domino Michael reaction between cyclohexadienones and alkynyl esters has been developed. PPh3, as a LB catalyst, afforded either the hydroindole-2-carboxylates or hydrobenzofuran-2-carboxylates 3 as a single diastereomer in high yields (up to 89%). An obtained product could be easily transformed to a (S*,S*,R*)-octahydroindole-2-carboxylic acid ((S*,S*,R*)-Oic) analogue.
Keywords:
umpolung domino;
hydrobenzofuran carboxylates;
domino michael;
catalyzed dual;
michael reaction;
dual umpolung
Journal Title: ACS Catalysis
Year Published: 2018
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Journal Title: ACS Catalysis
Year Published: 2018
Link to full text (if available)
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recommendations!