39846-56-5Relevant articles and documents
HALICHOLACTONE AND NEOHALICHOLACTONE, TWO NOVEL FATTY ACID METABOLITES FROM THE MARINE SPONGE HALICHONDRIA OKADAI KADOTA
Niwa, Haruki,Wakamatsu, Kazumasa,Yamada, Kiyoyuki
, p. 4543 - 4546 (1989)
Halicholactone (1) and neohalicholactone (2), unusual fatty acid metabolites having a cyclopropane ring and a nine-membered lactone were isolated from the marine sponge Halichondria okadai Kadota.The planar structures of the new metabolites were elucidated on the basis of spectral and chemical means.
Aerobic oxidation of alkenes to esters of vicinal diols with a syn-configuration catalyzed by I2 and the H5PV 2Mo10O40 polyoxometalate
Branytska, Olena,Neumann, Ronny
, p. 2525 - 2527 (2007/10/03)
A new method for the synthesis of vicinal diols from alkenes has been developed. Reaction of molecular iodine in the presence of a polyoxometalate as oxidation catalyst under aerobic conditions in acetic acid solvent leads to the oxidative iodoacetoxylation of an alkene, i.e. formation of a 1,2-iodoacetate. Further in situ substitution of the iodide by water yields the 1,2-diol monoacetate with a predominantly (ca. 4.5:1) cis-configuration. Further esterification under the reaction's acidic conditions leads also to the cis-diacetate. The method may be valuable for the synthesis of cis-vicinal diols without use of toxic osmium catalysts. Georg Thieme Verlag Stuttgart.
Lipase-Catalyzed Enantiomer Selective Hydrolysis of 1,2-Diol Diacetates
Poppe, Laszlo,Novak, Lajos,Kajtar-Peredy, Maria,Szantay, Csaba
, p. 2211 - 2218 (2007/10/02)
Enantiomer selective hydrolysis of racemic 1,2-diol diacetates (rac-2a-h) was investigated by using the inexpensive commercial porcine pancreatic lipase.The hydrolysis proceeds with variable regioselectivity but with moderate to good enantioselectivity yielding a mixture of isomeric monoacetates (3a-h and 4a-h) and unchanged diacetate enantiomers (2a-h).Evidence was found that both monoacetates (3a-h and 4a-h) are formed with the same sense of enantiomer selectivity.