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- Title
[2+2+2] Cycloadditions of Siloxy Alkynes with 1,2-Diazines: From Reaction Discovery to Identification of an Antiglycolytic Chemotype.
- Authors
Montavon, Timothy J.; Türkmen, Yunus E.; Shamsi, Noumaan A.; Miller, Christopher; Sumaria, Chintan S.; Rawal, Viresh H.; Kozmin, Sergey A.
- Abstract
Cycloaddition uncovered: The title reaction produces novel polycyclic compounds with high efficiency and excellent diastereoselectivity under mild reaction conditions. A small‐molecule library, synthesized using this reaction, yielded a novel chemotype which inhibited glycolytic ATP production by blocking glucose uptake in CHO‐K1 cells. DMF=N,N‐dimethylformamide, Tf=trifluoromethanesulfonyl, TIPS=triisopropylsilyl.
- Subjects
CHEMICAL inhibitors; GLYCOLYSIS; PHTHALAZINE; CATALYSTS; HYDRAZINES
- Publication
Angewandte Chemie International Edition, 2013, Vol 52, Issue 51, p13576
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201305711