(2R,3R,5R)-2-[(2R,3aS,6aR)-2,3,3a,-4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-5-isopropenyl-2,3-dimethylcyclo-hexanone and (4aR,5S,7R)-5-isopropenyl-7,8,8-trimethyl-2,3,4,4a,-5,6,7,8-octahydronaphthalene-4a-carbonitrile
Dd. Ellis et Al. Spek, (2R,3R,5R)-2-[(2R,3aS,6aR)-2,3,3a,-4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-5-isopropenyl-2,3-dimethylcyclo-hexanone and (4aR,5S,7R)-5-isopropenyl-7,8,8-trimethyl-2,3,4,4a,-5,6,7,8-octahydronaphthalene-4a-carbonitrile, ACT CRYST C, 56, 2000, pp. 1173-1175
The molecular structures of two chiral cyclohexanones based on R-(-)-carvon
e, C17H26O3, (I), and C17H23NO, (II), are reported here. The six-membered r
ing in (I) is in a chair conformation with the two fused five-membered ring
s of the furofuranyl substituent in a cis configuration. Compound (II) cont
ains a decalin group; one ring has the chair form whilst the other is in a
half-boat conformation. Both products have been characterized spectroscopic
ally, however, neither NMR nor IR results could prove the stereochemistry a
t each chiral centre unambiguously. The crystal analyses were used to exami
ne conformational properties of the compounds.