Total Synthesis of (±)-Dactylol and Related Studies
The marine sesquiterpene (±)-dactylol was prepared from 2,5-dimethyl-7-(3-methyl-4-pentenyl)tropone in six steps. Salient features of the synthesis include; (1) a stereo-and regioselective intramolecular tropone-alkene [6π + 2π] photocyclization to furnish the dactylol carbocyclic skeleton, (2) a regioselective Baeyer-Villiger oxidation of a bisneopentyl ketone, and (3) a chemoselective 1,4-reduction of a cyclocta-1,3-diene moiety.
MSU Digital Commons Citation
Feldman, Ken S.; Wu, Ming Jung; and Rotella, David, "Total Synthesis of (±)-Dactylol and Related Studies" (1990). Department of Chemistry and Biochemistry Faculty Scholarship and Creative Works. 360.