155682-86-3Relevant articles and documents
Enantioselective synthesis of (-)-γ-jasmolactone
Missio,Comasseto
, p. 4609 - 4615 (2000)
The title compound was prepared in seven steps starting from the commercially available 4-ketopimelic acid. The key step features an enantioselective lactonization promoted by PPL.
Combination of novozym 435-catalyzed hydrolysis and mitsunobu reaction for production of (r)γ-lactones
Shimotori, Yasutaka,Miyakoshi, Tetsuo
experimental part, p. 1607 - 1613 (2010/06/21)
Chiral-lactones of both enantiomers were synthesized with more than 90% optical purities. The key step was Novozym 435-catalyzed hydrolysis of racemic N-benzyl-4-acetoxyalkylamides. Additionally, because (R)-γ-lactones are predominant in apricot, mango, peach, passion fruit, and strawberry, synthesis was attempted using only one enantiomer selectively. The (R)-enantimer was synthesized with more than 80% total yield and more than 90% optical purity by a combination of Novozym 435-catalyzed hydrolysis and the Mitsunobu reaction. Copyright