Lipase-Catalyzed Kinetic Resolution of C1-Symmetric Heterocyclic Biaryls

Kasama K, Hinami Y, Mizuno K, Horino S, Nishio T, Yuki C, Kanomata K, Moustafa GAI, Gröger H, Akai S (2022)
Chemical and Pharmaceutical Bulletin 70(5): 391-399.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Autor*in
Kasama, Kengo; Hinami, Yuya; Mizuno, Karin; Horino, Satoshi; Nishio, Tomoya; Yuki, Chiharu; Kanomata, Kyohei; Moustafa, Gamal A I; Gröger, HaraldUniBi; Akai, Shuji
Abstract / Bemerkung
The highly enantioselective lipase-catalyzed kinetic resolution (KR) of racemic C1-symmetric biaryl compounds including heterocyclic moieties, such as carbazole and dibenzofuran, has been achieved for the first time. This enzymatic esterification was accelerated by the addition of disodium carbonate while maintaining its high enantioselectivities, and was particularly effective for biaryls having N-substituted carbazole moieties. Furthermore, mesoporous silica-supported oxovanadium-catalyzed cross-dehydrogenative coupling of 3-hydroxycarbazole and 2-naphthol was followed by the lipase-catalyzed KR in one-pot to synthesize the optically active heterocyclic biaryl compounds with high optical purity.
Erscheinungsjahr
2022
Zeitschriftentitel
Chemical and Pharmaceutical Bulletin
Band
70
Ausgabe
5
Seite(n)
391-399
eISSN
1347-5223
Page URI
https://pub.uni-bielefeld.de/record/2962828

Zitieren

Kasama K, Hinami Y, Mizuno K, et al. Lipase-Catalyzed Kinetic Resolution of C1-Symmetric Heterocyclic Biaryls. Chemical and Pharmaceutical Bulletin . 2022;70(5):391-399.
Kasama, K., Hinami, Y., Mizuno, K., Horino, S., Nishio, T., Yuki, C., Kanomata, K., et al. (2022). Lipase-Catalyzed Kinetic Resolution of C1-Symmetric Heterocyclic Biaryls. Chemical and Pharmaceutical Bulletin , 70(5), 391-399. https://doi.org/10.1248/cpb.c22-00021
Kasama, K., Hinami, Y., Mizuno, K., Horino, S., Nishio, T., Yuki, C., Kanomata, K., Moustafa, G. A. I., Gröger, H., and Akai, S. (2022). Lipase-Catalyzed Kinetic Resolution of C1-Symmetric Heterocyclic Biaryls. Chemical and Pharmaceutical Bulletin 70, 391-399.
Kasama, K., et al., 2022. Lipase-Catalyzed Kinetic Resolution of C1-Symmetric Heterocyclic Biaryls. Chemical and Pharmaceutical Bulletin , 70(5), p 391-399.
K. Kasama, et al., “Lipase-Catalyzed Kinetic Resolution of C1-Symmetric Heterocyclic Biaryls”, Chemical and Pharmaceutical Bulletin , vol. 70, 2022, pp. 391-399.
Kasama, K., Hinami, Y., Mizuno, K., Horino, S., Nishio, T., Yuki, C., Kanomata, K., Moustafa, G.A.I., Gröger, H., Akai, S.: Lipase-Catalyzed Kinetic Resolution of C1-Symmetric Heterocyclic Biaryls. Chemical and Pharmaceutical Bulletin . 70, 391-399 (2022).
Kasama, Kengo, Hinami, Yuya, Mizuno, Karin, Horino, Satoshi, Nishio, Tomoya, Yuki, Chiharu, Kanomata, Kyohei, Moustafa, Gamal A I, Gröger, Harald, and Akai, Shuji. “Lipase-Catalyzed Kinetic Resolution of C1-Symmetric Heterocyclic Biaryls”. Chemical and Pharmaceutical Bulletin 70.5 (2022): 391-399.

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