Diastereoselective Organocatalytic Addition of α-Angelica Lactone to β-Halo-α-ketoesters
- Griswold, Jessica A.
- Horwitz, Matthew A.
- Leiva, Leslie V.
- Johnson, Jeffrey S.
DOIAbstract
A quinidine-catalyzed diastereoselective addition of α-angelica lactone to β-halo-α-ketoesters is reported. The α-angelica lactone displays unusual regioselectivity in this reaction, acting as a nucleophile at the α-position to provide fully substituted glycolic esters with three contiguous stereocenters. Subsequent diastereoselective hydrogenation provides an additional stereocenter within the lactone
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