Edwin Vedējs, James A. MacKay
Abstract
[reaction: see text] The kinetic resolution of racemic allylic alcohols 3, 6, and 12--17 has been explored using the PBO catalyst 7 for activation of isobutyric anhydride. Trisubstituted allylic alcohols (12--15; 17) are the best substrates and react with an enantioselectivity of s = 32--82 at -40 degrees C.
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[reaction: see text] The kinetic resolution of racemic allylic alcohols 3, 6, and 12--17 has been explored using the PBO catalyst 7 for activation of isobutyric anhydride. Trisubstituted allylic alcohols (12--15; 17) are the best substrates and react with an enantioselectivity of s = 32--82 at -40 degrees C.
Key concepts: Allylic rearrangement, Kinetic resolution, Chemistry, Phosphine, Catalysis, Organic chemistry, Resolution (logic), Enantioselective synthesis