201154-01-0Relevant articles and documents
Enzymatic Preparation of Enantiomerically Pure Alkan-2- and -3-ols by Lipase Catalysed Hydrolysis with Pseudomonas cepacia in the Presence of Organic Media
Naoshima, Yoshinobu,Kamezawa, Makoto,Tachibana, Hojun,Munakata, Yoshihito,Fujita, Tomoki,et al.
, p. 557 - 562 (2007/10/02)
Pseudomonas cepacia lipase-catalysed hydrolysis of the acetates of racemic alkan-2- and -3-ols was carried out in the presence of organic media.Good to high enantioselectivity was observed in an acetone-water solvent system, the system leading to (R)-alcohols of 80-96percent ee.Enantioselectivity can be affected by the presence of the double bond in the unsaturated acetate prepared from an alkenol.The increased enantioselectivity observed for an acetone-water reaction system was utilized in the synthesis of optically active natural products possessing alkan-2-ol skeletons, such as (2R,6R,10R)-6,10,14-trimethyl pentadecan-2-ol, the natural form of the sex pheromone of Corcyra cephalonica, and (R)-sulcatol, an aggregation pheromone of ambrosia beetles.