110270-49-0Relevant articles and documents
Chemo- and Enzyme-Catalyzed Reactions Revealing a Common Temperature-Dependent Dynamic Solvent Effect on Enantioselectivity
Cainelli, Gianfranco,Galletti, Paola,Giacomini, Daria,Gualandi, Andrea,Quintavalla, Arianna
, p. 3548 - 3559 (2003)
The enantiomeric ratio E of enzyme-catalyzed (Candida antarctica lipase and lipase PS) and chemocatalyzed (L-proline-based diamines) acylation reactions of 1-(naphthalen-2-yl)ethanol, 2-phenylpropanol, and 2-benzylpropane-1,3-diol is dependent on solvent and temperature. Plots of In E vs. 1/T showed the presence of inversion temperatures (Tinv). The Tinv values for the bio-catalyzed and the chemo-catalyzed reactions are fairly in agreement, and correspond as well to the TNMR values obtained by variable-temperature 13C-NMR experiments on the substrates in the same solvent of the resolution. This result demonstrates that clustering effects in the substrate solvation manage the chemical and the enzymatic enantioselectivity, and, moreover, that the solute-solvent cluster is always the real reacting species in solution for chemical as well as for enzymatic reactions.
Design, asymmetric synthesis, and evaluation of pseudosymmetric sulfoximine inhibitors against HIV-1 protease
Lu, Ding,Sham, Yuk Yin,Vince, Robert
experimental part, p. 2037 - 2048 (2010/06/12)
The HIV-1 protease is a validated drug target for the design of antiretroviral drugs to combat AIDS. We previously established the sulfoximine functionality as a valid transition state mimetic (TSM) in the HIV-1 protease inhibitors (PI) design and have id
Asymmetric synthesis of homoisoflavanone using lipase-catalyzed reaction
Kawasaki, Masashi,Toyooka, Naoki,Matsui, Yoshinori,Tanaka, Akira,Goto, Michimasa,Kakuda, Hiroko,Kawabata, Shigeki,Kometani, Tadashi
, p. 761 - 765 (2007/10/03)
The (R)- and (S)-enantiomers of 3-benzyl-4-chromanone (homoisoflavanone) were synthesized starting with the optically active 2-benzyl-1,3-propanediol monoacetates, which were obtained via the lipase-catalyzed enantioselective reaction.