- Absolute Configuration of Optically Active Tricyclo2,6>heptan-3-ol (Nortricyclanol). An Enhancement of Enantiomeric Purity of a Chiral Alcohol by Repeating Enzymatic Kinetic Resolution
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Tricyclo2,6>hept-3-yl acetate (1b) was resolved by repeated enantioselective hydrolysis catalyzed by Candida Cylindracea lipase, to give (+)-1b and (-)-nortricyclanol (1a) in high enantiomeric excess.By the chemical correlation with the known exo-2-norbornanol, the absolute configuration of (-)-1a was assigned to be (1R,3S,6S).
- Hirose, Yoshiki,Anzai, Mika,Saitoh, Minoru,Naemura, Koichiro,Chikamatsu, Hiroaki
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p. 1939 - 1942
(2007/10/02)
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- Kinetics of Ozonation. 6. Polycyclic Aliphatic Hydrocarbons.
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The reaction of ozone with norbornane, adamantane and bicyclooctane has been studied, including kinetics and product studies as well as the determination of activation paprameters for the ozonation of norbornane.This work was carried out to distinguish between hydride abstraction and a concerted insertion mechanism for the ozonation of C-H bonds.Kinetically, norbornane behaves like a secondary hydrocarbon and lacks the rate acceleration expected if a carbocation intermediate were involved in a hydride abstraction mechanism.We interpret this and other results as supporting a 1,3-dipolar insertion mechanism for the reaction of ozone with C-H bonds.
- Giamalva, David H.,Church, Daniel F.,Pryor, William A.
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p. 3429 - 3432
(2007/10/02)
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