D. Yang et M. Xu, First enantioselective syntheses of (+)- and (-)-wilforonide by using chiral auxiliaries derived from the same chiral source, ORG LETT, 3(12), 2001, pp. 1785-1788
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The first enantioselective syntheses of both (+)-wilforonide (> 98% eel and
(-)-wilforonide (>98% ee) have been accomplished by employing chiral auxil
iaries derived from the same chiral source, (R)-pulegone. The bicyclic skel
eton of wilforonide was constructed by using Mn(III) based oxidative radica
l cyclization reactions of chiral beta -keto esters. The absolute configura
tion of natural wilforonide has been established to be (5aR,9aR).