Kinetic resolution of allylic alcohols using a chiral phosphine catalyst.
[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.
Vedejs
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Department of Chemistry, University of Michigan, Ann Arbor 48109, USA. edved@umich.edu
MacKay
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JA