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Pd(ii)–SDP-catalyzed enantioselective 5-exo-dig cyclization of γ-alkynoic acids: application to the synthesis of functionalized dihydofuran-2(3H)-ones containing a chiral quaternary carbon center
- Source :
- Organic & Biomolecular Chemistry. 11:5936
- Publication Year :
- 2013
- Publisher :
- Royal Society of Chemistry (RSC), 2013.
-
Abstract
- The Pd(II)-SDP-catalyzed first enantioselective intramolecular cyclization of α,α-disubstituted γ-alkynoic acids is described. This 5-exo-dig cyclization afforded dihydrofuran-2(3H)-ones bearing a chiral quaternary carbon center in excellent yields with enantioselectivities up to 71%. A mechanism involving palladium(II) species is proposed to rationalize the outcome of the reaction.
Details
- ISSN :
- 14770539 and 14770520
- Volume :
- 11
- Database :
- OpenAIRE
- Journal :
- Organic & Biomolecular Chemistry
- Accession number :
- edsair.doi.dedup.....befb393ce913beba3297386fdd741286