Synthesis of (-)-delobanone.
On irradiation in the presence of Fe(CO)(5) under a CO atmosphere, the alkenyl cyclopropane 2 underwent smooth ring expansion to give the sesquiterpene (-)-delobabone 3. The alkenyl cyclopropane 2 was prepared from the enantiomerically enriched epoxide 1.
Taber
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DF
Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716, USA. taberd@del.edu
Bui
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Chen
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B
D004852:Epoxy Compounds / Q000737:chemistry; D054354:Iron Carbonyl Compounds; D009942:Organometallic Compounds / Q000737:chemistry / Q000528:radiation effects; D010777:Photochemistry; D018517:Plant Roots / Q000737:chemistry; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D004852:Epoxy Compounds; D009942:Organometallic Compounds; D012717:Sesquiterpenes; D054354:Iron Carbonyl Compounds