82102-51-0Relevant academic research and scientific papers
ORGANO TIN NUCLEOPHILES IV. PALLADIUM CATALYZED CONJUGATE REDUCTION WITH TIN HYDRIDE
Keinan, Ehud,Gleize, Pierre A.
, p. 477 - 480 (1982)
Highly chemoselective conjugate reduction of α,β-unsaturated carbonyl compounds is now possible by using tributyl tin hydride with ; an optimization study puts forth the importance of added radical scavenger and proton source in these reductions.
Highly efficient antibody-catalyzed deuteration of carbonyl compounds
Shulman, Avidor,Sitry, Danielle,Shulman, Hagit,Keinan, Ehud
, p. 229 - 239 (2007/10/03)
Antibody 38C2 efficiently catalyzes deuterium-exchange reactions at the α position of a variety of ketones and aldehydes, including substrates that have a variety of sensitive functional groups. In addition to the regio- and chemoselectivity of these reactions, the catalytic rates (kcat) and rate-enhancement values (kcat/kun) are among the highest values ever observed with catalytic antibodies. Comparison of the substrate range of the catalytic antibody with highly evolved aldolase enzymes, such as rabbit-muscle aldolase, highlights the much broader practical scope of the antibody, which accepts a wide range of substrates. The hydrogen-exchange reaction was used for calibration and mapping of the antibody active site. Isotope-exchange experiments with cycloheptanone reveal that the formation of the Schiff base species (as concluded from the 16O/18O exchange rate at the carbonyl oxygen) is much faster than the formation of the enamine intermediate (as concluded from the H/D exchange rate), and both steps are faster than the antibody-catalyzed aldol addition reaction.
