Browsing by Author "Stevens, Anne Therese"

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    Approaches toward the enantioselective total synthesis of amarogentic
    (2001) Stevens, Anne Therese; Bull, James R; Chibale, Kelly
    Three different, but complementary strategies for the enantioselective synthesis of the secoiridoid core of amarogentin were evaluated. The first is based on the enantioselective desymmetrisation of meso-anhydrides using titanium TADDOLates. 1,2,4,6-Tetrahydrophthalic anhydride was desymmetrised and chemoselectively reduced to give (3aR, 7aS)-3a,4,7,7a-Tetrahydro-3H-isobenzofuran-1-one. Further development of this route was performed on a racemic model.