Symmetry | |
Development of Guanidine-Bisurea Bifunctional Organocatalyst Bearing Chirality at the Inner and Outer Sides of the Urea Groups, and Application to Enantioselective α-Hydroxylation of Pyranoindolizine Intermediate for Camptothecin Synthesis | |
Minami Odagi2  Tatsuya Watanabe2  Kazuo Nagasawa1  | |
[1] Department of Biotechnology and Life Science, Tokyo University of Agriculture and Technology, 2-24-16, Naka-cho, Koganei city, Tokyo 184-8588, |
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关键词: α-hydroxylation; pyranoindolizine; camptothecin; organocatalyst; | |
DOI : 10.3390/sym7010043 | |
来源: mdpi | |
【 摘 要 】
Pyranoindolizine is a tricyclic structure found in various biologically active compounds, such as camptothecin (CPT) and its derivatives. In the case of CPTs, the chirality at the α-position in the α-hydroxyl lactone moiety of pyranoindolizine is important for the antitumor activity. This paper deals with enantioselective oxidation of the α-position in pyranoindolizine lactone, which corresponds at C20 in CPT, with cumene hydroperoxide (CHP) in the presence of newly synthesized guanidine-bisurea bifunctional organocatalysts bearing chirality on both the inner and outer sides of the urea groups.
【 授权许可】
CC BY
© 2015 by the authors; licensee MDPI, Basel, Switzerland
【 预 览 】
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RO202003190017611ZK.pdf | 704KB | download |