Production of (-)dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D30792

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054730856

ABSTRACT:
Preparation of a methyl ketone intermediate useful in the synthesis of (-)-dodecahydro-3a,6,6, 9a-tetramethyl-naphtho(2,1-b) furan by subjecting (-)-sclareol to ozonolysis in the presence of iodine or iodine-containing compound. The intermediate can be converted to (-)-dodecahydro-3a,6,6,9a-tetramethyl-naphtho(2,1-b) furan by Baeyer-Villiger oxidation followed by reduction of the resulting product in the presence of a Lewis acid.

REFERENCES:
Barrero et. al., Tet., vol. 49(45) pp. 10405-10412 (1993).
Barton et. al. I, Tet. Letters, vol. 35(32) pp. 5801-5804 (1994).
Barton et. al. II, Tet. Letters, vol. 35(51) pp. 9505-9508 (Dec. 1994).

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