Acid-Catalyzed Rearrangement of Fused Alkylideneoxetanols
- 16 October 2007
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 9 (23), 4681-4684
- https://doi.org/10.1021/ol701625q
Abstract
Complex aza-fuzed tricyclic lactones are obtained in a two-step photochemical cycloaddition/acid-catalyzed rearrangement of simple alkoxy maleimide derivatives. The sequence involves a complex acid-catalyzed skeletal rearrangement of the intermediate alkylideneoxetanols.Keywords
This publication has 16 references indexed in Scilit:
- Acid catalyzed ring-opening reactions of optically pure 2-aryl-3,3-dimethyloxetanesTetrahedron: Asymmetry, 1995
- Generation, some synthetic uses, and 1,2-vinyl rearrangements of secondary and tertiary homoallyllithiums, including ring contractions and a ring expansion. Remarkable acceleration of the rearrangement by an oxyanionic groupJournal of the American Chemical Society, 1993
- Boron fluoride promoted opening of epoxides by organocopper and cuprate reagentsTetrahedron, 1986
- Observation of the novel lithiated pentacoordinate carbocations, CHnLi5-n+ (n = 0-3), by flash vaporization mass spectroscopyJournal of the American Chemical Society, 1984
- A ring opening reaction of oxetanes with lithium acetylides promoted by boron trifluoride etherateTetrahedron, 1984
- Generation and synthetic applications of 2-lithio-1,3-dithianesThe Journal of Organic Chemistry, 1975
- α‐Metalated Isocyanides in Organic Synthesis. New synthetic methods (6)Angewandte Chemie International Edition in English, 1974
- Electronic spectra of some air-sensitive phosphorus ylidesThe Journal of Organic Chemistry, 1968
- Acid catalyzed-rearrangement of cyclopropylphenylglycolic acidThe Journal of Organic Chemistry, 1967
- Novel Polyacetylenic Diols1 and Polyacetylenic PolyurethanesThe Journal of Organic Chemistry, 1961