Abstract:
The dependence of the PPL-mediated optical resolution of eighteen racemic esters on the substrate's structure (the sense and magnitude of enantioselectivity, or the inertness of certain substrates) appears to be best explained by a mechanistic model involving a W-shaped active conformation of the substrate laying in a diastereodiscriminating plane.
Document Type:
Article
Language: English
Citation:
E. P. Serebryakov, G. D. Gamalevich, “Enantioselectivity of the PPL-catalysed hydrolysis of racemic esters: some cases implying a conformational substrate model”, Mendeleev Commun., 6:6 (1996), 221–224
Linking options:
https://www.mathnet.ru/eng/mendc4987
https://www.mathnet.ru/eng/mendc/v6/i6/p221
This publication is cited in the following 3 articles:
E. P. Serebryakov, G. D. Gamalevich, V. N. Kulcitki, N. D. Ungur, P. F. Vlad, “Superacidic cyclisation–lipase-mediated kinetic resolution as a short route from achiral linear isoprenoid alcohols to scalemic cyclic isomers”, Mendeleev Commun., 12:2 (2002), 59–61
Masashi Kawasaki, Michimasa Goto, Shigeki Kawabata, Tadashi Kometani, “The effect of vinyl esters on the enantioselectivity of the lipase-catalysed transesterification of alcohols”, Tetrahedron: Asymmetry, 12:4 (2001), 585
G. D. Gamalevich, E. P. Serebryakov, “Enantioselectivity of enzymatic acylation of some structurally various racemic alcohols in anhydrous aprotic media”, Russ Chem Bull, 46:1 (1997), 171
Contact us: