Journal
TETRAHEDRON LETTERS
Volume 57, Issue 26, Pages 2901-2904Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.05.072
Keywords
CPZEN-45; Catalytic asymmetric aldol reaction; Anti-XDR-TB agent
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Funding
- Grants-in-Aid for Scientific Research [26460168] Funding Source: KAKEN
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A catalytic asymmetric total synthesis of CPZEN-45 (1), anti-XDR-TB agent, was accomplished using a direct aldol reaction of a glycine Schiff base (3) and uridine-derived aldehyde (4) catalyzed by Zn(II)-(R,R)-linked-BINOL complex to give the desired stereoisomer selectively. The diazepinone ring system, another key structural element, was successfully constructed by vinyl halide-amide coupling promoted by Cu(I) salt. (C) 2016 Elsevier Ltd. All rights reserved.
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