期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 75, 期 24, 页码 8689-8692出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo101838a
关键词
-
资金
- National Science Foundation [CHE-0848686]
Fast anionic oxy-Cope rearrangements of 1,5-hexadiyn-3,4-olates can be incorporated into cascade transformations which rapidly assemble densely functionalized cyclobutenes or cyclopentenones via a common bis-allenic intermediate. The competition between fragmentation, 4 pi-electrocyclic closure, and aldol condensation can be efficiently controlled by the nature of the acetylenic substituents. The rearrangement of bis-alkynes with two hydroxyl substituents opens a conceptually interesting entry in the chemistry of e-dicarbonyl compounds and suggests a new approach to analogues of rocaglamide/aglafolin.
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