41232-97-7Relevant articles and documents
Manganese-promoted regioselective ring-opening of 2,3-epoxy acid derivatives: a new route to α-hydroxy acid derivatives
Concellon, Jose M.,Bernad, Pablo L.,Rodriguez-Solla, Humberto,Diaz, Pamela
experimental part, p. 2178 - 2184 (2009/12/31)
A simple and general methodology directed towards the synthesis 3-aryl-2-hydroxy amides, or esters with total regioselectivity from the easily available 2,3-epoxy amides or esters, promoted by active manganese is described. Utilizing enantiopure epoxy amides as starting materials, the corresponding 3-aryl-2-hydroxy amides in enantiopure form are also available. Some synthetic applications of selected examples of 3-aryl-2-hydroxy carboxylic acid derivatives are shown. A mechanism has been proposed to explain this novel reaction.
STEREOSPECIFITY OF THE SPIN-SPIN COUPLING CONSTANTS AND CHEMICAL SHIFTS IN THE 13C NMR SPECTRA OF OXIRANECARBOXYLIC ESTERS
Alekseeva, L. M.,Bokanov, A. I.,Shvedov, V. I.,Sheinker, Yu. N.
, p. 1664 - 1666 (2007/10/02)
It was established that the 3JCH spin-spin coupling constants and chemical shifts in the 13C NMR spectra of the cis and trans isomers of oxiranecarboxylic esters are stereospecific.The signals for the methyl groups of the cis isomer are 4-7 ppm upfield from the signals for the trans isomer.The 3JCH constant due to spin-spin coupling of the 2-CH3 (or 3-CH3) group and the proton at the C3 (or C2) atom amounts to 2 Hz for the cis isomer and is absent for the trans isomer.
