- (S)-(+)-Homoterpenyl methyl ketone
-
In (+)-5,5-dimethyl-4-(3-oxobutyl)tetrahydrofuran-2-one, C10H16O3, the absolute configuration at the chiral C atom is S. The five-membered ring adopts a deformed envelope conformation with the asymmetric C atom in the flap position. The oxobutyl group is planar.
- Majzner, Wislaw R.,Wieczorek, Michal W.,Blaszczyk, Jaroslaw,Kula, Josef,Sikora, Magdalena
-
-
Read Online
- THE ASYMMETRIC SYNTHESIS OF 4,4-DIMETHYL-3-SUBSTITUTED BUTYROLACTONES
-
Chiral 4,4-dimethyl-3-phenyl and 3-(3-oxobutyl)butyrolactones have been prepared in high enantiomeric excesses by a mild acid catalysed cleavage and lactonisation of the Michael adducts obtained from asymmetric additions of isopropenyl magnesium bromide t
- Leznoff, Clifford C.,McArthur, Colin R.,Whittaker, Mark
-
p. 225 - 232
(2007/10/02)
-
- Acid-catalysed Rearrangements of Methyl 1R-cis-2,2-Dimethyl-3-(2-oxopropyl)cyclopropane Carboxylate and Related Compounds+
-
Methyl 2,2-dimethyl-3-(2-oxopropyl)-cis-cyclopropane-1-acetate (III) on heating with phosphoric acid affords (+)-homoterpenyl methyl ketone (IIa).Bromination of III at 0 deg C in the presence of sodium acetate affords among other products methyl 2,4-dimethylphenylacetate (VIII).Methyl 1R-cis-2,2-dimethyl-3-(2-oxopropyl)cyclopropane carboxylate (XI) on heating with phosphoric acid affords 3,3-dimethyl-4-(2-oxopropyl)butyrolactone (XIV).Methyl 1S-cis-2,2-dimethyl-3-(2-oxo-2-phenylethyl)cyclopropane carboxylate (XIII) on similar treatment affords the 3,3-dimethyl-4-(2-oxo-2-phenylethyl)butyrolactone (XV).
- Mahamulkar, B. G.,Kulkarni, G. H.,Mitra, R. B.
-
p. 910 - 911
(2007/10/02)
-