A stereoselective synthesis of(R)-(+)-sydowic acid 1 and (R)-(+)-curcumene ether 2 is described. The enantiomerically pure tetrahydropyran building block (R)-(-)-cinenic acid 5 is obtained by resolution of the racemic acid. The aromatic moiety is constructed using a benzoannulation reaction as a key step. An easy way to the title compounds in racemic form is also reported.
Bisabolane Sesquiterpenes: Synthesis of (R)-(+)-Sydowic Acid and (R)-(+)-Curcumene Ether.
SERRA STEFANO
2000
Abstract
A stereoselective synthesis of(R)-(+)-sydowic acid 1 and (R)-(+)-curcumene ether 2 is described. The enantiomerically pure tetrahydropyran building block (R)-(-)-cinenic acid 5 is obtained by resolution of the racemic acid. The aromatic moiety is constructed using a benzoannulation reaction as a key step. An easy way to the title compounds in racemic form is also reported.File in questo prodotto:
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