Journal
TETRAHEDRON LETTERS
Volume 56, Issue 46, Pages 6456-6459Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.09.151
Keywords
Lewis base catalysis; Allenoates; [2+2] annulations; Diazetidines; Azodicarboxylates
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Funding
- National Natural Science Foundation of China [21402149]
- Natural Science Basic Research Plan in Shaanxi Province of China [2015JQ2050]
- China Postdoctoral Science Foundation [2014M550484, 2015T81013]
- Shaanxi Province Postdoctoral Science Foundation
- Fundamental Research Funds for the Central Universities [08143076]
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In this Letter, we described a distinct DABCO-catalyzed [2+2] annulation reaction of allenoates with azodicarboxylates which affords 3-alkylidene-1,2-diazetidines in moderate yields with excellent stereo- and regioselectivity. This reaction constitutes the first example of Lewis base-catalyzed annulation of allenoates with azodicarboxylates, and showcases a divergent reactivity between phosphines and amines. (C) 2015 Elsevier Ltd. All rights reserved.
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