Synthesis of drim-8-en-7-one

Synthesis of New Nitrogen-Containing Drimane and Homodrimane Sesquiterpenoids from Sclareolide

“…Drim-8-en-7-one 12 can be obtained from ketoester 11 by known method as depicted in Scheme 1(a) as in [10]. We prepared compound 12 from the same ester 11 using MW irradiation (Scheme 1(b)) in the same 98% yield but two times faster.…”

“…A solution of ketoester 11 (1g, 3.6 mmol) and potassium hydroxide (4.17g, 74.3 mmol) in ethanol (36 mL) was prepared as described in [10] and placed in the reaction vessel (quartz). The tube was then placed in the microwave cell and irradiated at 240 W for 1.5 h. Once the heating cycle was complete, the tube was cooled to ambient temperature and removed from the reactor.…”

Synthesis of Novel Tetranorlabdane Derivatives with Unprecedented Carbon Skeleton

“…Methyl 7-oxo-13,14,15,16-tetranorlabd-8-en-12-oate ( 6) is an important intermediate in the synthesis of tetranorlabdanes due to the presence of the double bond, carboxyl and carbonyl functions, which activate positions C 6 , C 11 , and C 17 . This compound can be prepared by conversion of (+)-sclareolide (2) into a mixture of isomeric bicyclohomofarnesenic methyl esters 3-5 18 followed by their oxidation with potassium dichromate 19 or by their electrochemical oxidation. 4 So far, several syntheses of tetranorlabdanes have been performed based on ketoester 6.…”