85428-26-8Relevant articles and documents
Convenient new syntheses of R-(+)-5-benzyloxymethyl-5H-furan-2-one- a building block en route to L-nucleosides
Fazio, Fabio,Maliakal, Davis,Schneider, Manfred P.
, p. 1323 - 1328 (2007/10/03)
R-(+)-5-Benzyloxymethyl-5H-furan-2-one (R-(1)) was obtained from commercially available R-(-)-2-benzyloxymethyl oxirane (R-(2)) in two and three steps, respectively. Key steps are a) the nucleophilic ring opening of the oxirane moiety with dianions derived from either PhSeCH2CO2H or PhSCH2CO2H; b) oxidation to the corresponding 1-oxides and c) concomitant or thermally induced syn-elimination. R-(1) was obtained with ≥97% ee and ≥95% ee, respectively.
PREPARATION OF ENANTIOMERICALLY PURE BUTENOLIDES: 4-HYDROXYMETHYL BUTYROLACTONE DERIVATIVES FROM (+)-(R)-3-(4-METHYLPHENYL)SULPHINYLPROPIONIC ACID
Bravo, Pierfrancesco,Resnati, Giuseppe,Viani, Fiorenza
, p. 747 - 750 (2007/10/02)
The condensation of the dilithium derivative of (+)-(R)-3-sulphinyl propionic acid on protected glycolaldehydes allowed to obtain both enantiomeres of 4-alkoxymethylbutenolides in optically pure form.When glycolic esters were employed as electrophiles, re
ABSOLUTE CONFIGURATION OF ELDANOLIDE, THE WING GLAND PHEROMONE OF THE MALE AFRICAN CANE BORER, ELDANA SACCHARINA (WLK.) SYNTHESES OF ITS (+) AND (-) ENANTIOMERS.
Vigneron, J. P.,Meric, R.,Larcheveque, M.,Debal, A.,Kunesch, G.,et al.
, p. 5051 - 5054 (2007/10/02)
Eldanolide 1, a novel terpenoid lactone pheromone, was shown to have (3S,4R) configuration by synthesis of both enantiomers and comparison of their CD with the natural pheromone.