Process for converting 2,7-dihydroxy-5-isopropylidene-9-substitu

Details Process for converting 2,7-dihydroxy-5-isopropylidene-9-substitu Process for converting 2,7-dihydroxy-5-isopropylidene-9-substitu

1976-07-06

1977-10-18

Thomas, Jr., James O.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603452, C07D31178

Patent

active

040545830

ABSTRACT:
Reaction of an aluminum halide with a 2,7-dihydroxy-5-isopropylidene-9-substituted-2,6-methano-3,4,5,6-tetrahydr o-2H-1-benzoxocin in an organic solvent effects cleavage of the pyran ring system with concomitant recyclization to provide exclusively a trans-1-hydroxy-3-substituted-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro-9H-di benzo[b,d]pyran-9-one.

REFERENCES:
patent: 2419936 (1947-05-01), Adams
patent: 3560528 (1971-02-01), Petrzilka
patent: 3700661 (1972-10-01), Saucy
patent: 3816458 (1974-06-01), Saucy
Razdan et al., J. Am. Chem. Soc., 96, 5860 (1974).
Razdan et al. (I), Tet. Letters, pp. 4947-50 (1969).

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