70606-00-7Relevant articles and documents
Unexpected stereochemistry in the lithium salt catalyzed ring expansion of nonracemic oxaspiropentanes. Formal syntheses of (-)-(4R,5R)-muricatacin and the pheromone (R)-japonilure
Bernard, Angela M.,Frongia, Angelo,Piras, Pier P.,Secci, Francesco
, p. 2923 - 2926 (2003)
(Matrix presented) The stereochemistry of the cyclobutanones 3, obtained by lithium salt catalyzed ring expansion of the optically pure oxaspiropentanes 2, depends not only on the lithium salt but also on the stereochemistry of 2. They constitute the starting material for the syntheses of the acetogenin (-)-(4R, SR)-muricatacin and the pheromone (R)-japonilure.
Preparation of novel synthons, uniquely functionalized tetrahydrofuran and tetrahydropyran derivatives
Nakada, Masahisa,Takano, Masashi,Iwata, Yukitaka
, p. 1581 - 1585 (2007/10/03)
The dianion of the acetoacetic ester reacts with epibromohydrin derivatives to afford a mixture of (Z)-2-alkoxycarbonylmethylidenetetrahydrofuran derivative and (E)-2-alkoxycarbonylmethylidenetetrahydropyran derivative. The selective formation of the tetr
MICROBIAL TRANSFORMATION OF (-)-VERNOLIC ACID INTO (4R,5R)-5-HYDROXY-γ-DECALACTONE
Albrecht, Wolfgang,Tressl, Roland
, p. 1391 - 1396 (2007/10/02)
(-)-Vernolic acid, isolated and purified from seeds of Euphorbia lagascae was administered to cultures of Sporobolomyces odorus. (4R,5R)-5-Hydroxy-γ-decalactone 1 accumulated as the main product.The configuration of the product was determined by synthesis of all four stereoisomers and comparison of spectroscopic and chromatographic data.