133267-37-5Relevant articles and documents
The synthesis of menthone by ozonization of menthol
Odinokov,Botsman,Emel'yanova
, p. 2021 - 2022 (1998)
A selective method of oxidation of menthol to menthone by Co(OAc)2-catalyzed ozonization in ethyl acetate or Freon-113 was developed.
Lactones 34 [1]. Application of alcohol dehydrogenase from horse liver (HLADH) in enantioselective synthesis of δ- and ε-lactones
Boratynski, Filip,Kielbowicz, Grzegorz,Wawrzenczyk, Czeslaw
experimental part, p. 30 - 36 (2010/12/18)
The ability of horse liver alcohol dehydrogenase (HLADH) to the enantioselective oxidation of primary-primary, primary-secondary and primary-tertiary aliphatic 1,5- and 1,6-diols 1a-i was studied. No enantioselectivity of the transformations of primary-primary 1,6-diols 1a-d to ε-lactones 4a-d was observed. Regioselective oxidation of primary-secondary 1,6-diols 1e,f and 1,5-diols 1h,i afforded enantiomerically enriched ε-lactones 4e,f and δ-lactones 4h,i. ε-Lactones 4e,f were formed with higher enantiomeric excesses (e.e. = 85-99%). Enzymatic oxidation of primary-tertiary 1,6-diol 1g did not give lactone product.
Stereoselective syntheses of isomers of 3,7-dimethylnonadecane, a sex pheromone of the alfalfa blotch leafminer (Agromyza frontella (Rondani))
Miller, David,Bilodeau, Francois,Burnell, Robert H.
, p. 1100 - 1106 (2007/10/02)
Two related stereoselective syntheses of 3,7-dimethylnonadecane, a sex pheromone of the alfalfa leafminer, are described to show that pulegone can serve as a useful starting material for the preparation of chiral aliphatic isoprenoid compounds.The schemes are designed to place the stereogenic center of pulegone at C.3 in one synthesis and at C.7 in the other so that the optical properties of the products can be compared with one another and with the values calculated using Brewster's rules. Key Words: chiral hydrocarbons, stereoselective synthesis, pheromone, Agromyza frontella.
