931-14-6Relevant articles and documents
CYCLOHEXANONE OXYGENASE: STEREOCHEMISTRY, ENANTIOSELECTIVITY, AND REGIOSELECTIVITY OF AN ENZYME-CATALYZED BAEYER-VILLIGER REACTION.
Schwab,Li,Thomas
, p. 4800 - 4808 (1983)
Cyclohexane oxygenase, from Acinetobacter NCIB 9871, has been incubated with (2S,6S)- left bracket 2,6-**2H//2 right bracket - and (2R)- left bracket 2-**2H//1 right bracket cyclohexanone. The resulting labeled epsilon -caprolactone (2-oxepanone) samples were degraded to 1-pentanol, which was esterified by using ( minus )-camphanyl chloride. Analysis of the camphanates by deuterium NMR spectroscopy, using Eu(dpm)//3, showed that the conversion of ketone to lactone had in each case proceeded with complete retention of configuration at the migrating carbon center. A similar degradation of (2R)- left bracket 2-**2H//1 right bracket cyclohexanone itself showed that reduction of left bracket 2-**2H//1 right bracket -cyclohex-2-enone by Beauveria bassiana ATCC 7159 is also completely stereoselective. A method has been developed for assessing the enantioselectivity of enzymes toward racemic substrate mixtures.
PROTIODESILYLATION REACTIONS OF β AND γ-HYDROXYSILANES: DEUTERIUM LABELING AND SILICON-DIRECTED EPOXIDE OPENINGS
Hudrlik, Paul F.,Holmes, Peter E.,Hudrlik, Anne M.
, p. 6395 - 6398 (2007/10/02)
Protiodesilylation reactions of β-hydroxysilanes are catalyzed by crown ether, can be used to introduce deuterium, and can be used to prepare silicon-free products of silicon-directed epoxide openings; similar reactions of γ-hydroxysilanes are possible.
MICROBIOLOGICAL SYNTHESIS AND CIRCULAR DICHROISM OF OPTICALLY ACTIVE 2-DEUTERIO-CYCLOALKANONES
Dauphin, G.,Gramain, J. C.,Kergomard, A.,Renard, M. F.,Veschambre, H.
, p. 4275 - 4278 (2007/10/02)
Optically active 2-deuterio-cyclopentanone and 2-deuterio-cyclohexanone have been prepared by microbiological reduction of 2-deuterio α,β-unsaturated cyclic ketones by Beauveria sulfurescens.
