Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine.
Kono M, Harada S, Nozaki T, Hashimoto Y, Murata S-I, Gröger H, Kuroda Y, Yamada K-I, Takasu K, Hamada Y, Nemoto T (2019)
Organic letters 21(10): 3750-3754.
Zeitschriftenaufsatz
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Autor*in
Kono, Masato;
Harada, Shingo;
Nozaki, Tomoyuki;
Hashimoto, Yoshinori;
Murata, Shun-Ichi;
Gröger, HaraldUniBi;
Kuroda, Yusuke;
Yamada, Ken-Ichi;
Takasu, Kiyosei;
Hamada, Yasumasa;
Nemoto, Tetsuhiro
Abstract / Bemerkung
Although (+)-catharanthine is an attractive alkaloid for both clinical research and organic synthetic chemistry, only a limited number of approaches for its catalytic asymmetric synthesis exist. Herein, we describe a novel strategy for synthesizing a chiral intermediate of (+)-catharanthine via phosphoric acid-catalyzed asymmetric desymmetrization of a meso-isoquinuclidine possessing a 1,3-diol unit that was synthesized by a formal amide insertion reaction.
Erscheinungsjahr
2019
Zeitschriftentitel
Organic letters
Band
21
Ausgabe
10
Seite(n)
3750-3754
ISSN
1523-7060
eISSN
1523-7052
Page URI
https://pub.uni-bielefeld.de/record/2935493
Zitieren
Kono M, Harada S, Nozaki T, et al. Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine. Organic letters. 2019;21(10):3750-3754.
Kono, M., Harada, S., Nozaki, T., Hashimoto, Y., Murata, S. - I., Gröger, H., Kuroda, Y., et al. (2019). Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine. Organic letters, 21(10), 3750-3754. doi:10.1021/acs.orglett.9b01198
Kono, Masato, Harada, Shingo, Nozaki, Tomoyuki, Hashimoto, Yoshinori, Murata, Shun-Ichi, Gröger, Harald, Kuroda, Yusuke, et al. 2019. “Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine.”. Organic letters 21 (10): 3750-3754.
Kono, M., Harada, S., Nozaki, T., Hashimoto, Y., Murata, S. - I., Gröger, H., Kuroda, Y., Yamada, K. - I., Takasu, K., Hamada, Y., et al. (2019). Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine. Organic letters 21, 3750-3754.
Kono, M., et al., 2019. Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine. Organic letters, 21(10), p 3750-3754.
M. Kono, et al., “Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine.”, Organic letters, vol. 21, 2019, pp. 3750-3754.
Kono, M., Harada, S., Nozaki, T., Hashimoto, Y., Murata, S.-I., Gröger, H., Kuroda, Y., Yamada, K.-I., Takasu, K., Hamada, Y., Nemoto, T.: Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine. Organic letters. 21, 3750-3754 (2019).
Kono, Masato, Harada, Shingo, Nozaki, Tomoyuki, Hashimoto, Yoshinori, Murata, Shun-Ichi, Gröger, Harald, Kuroda, Yusuke, Yamada, Ken-Ichi, Takasu, Kiyosei, Hamada, Yasumasa, and Nemoto, Tetsuhiro. “Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine.”. Organic letters 21.10 (2019): 3750-3754.
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