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Title

Seven-membered cyclic transition state in the alkoxy-radical induced intramolecular hydrogen abstraction of 26-hydroxy-furostans

AuthorsFrancisco, Cosme G. CSIC; Freire, Raimundo CSIC; Hernández, Rosendo CSIC; Medina, María C.; Suárez, Ernesto CSIC
Issue Date1983
PublisherElsevier
CitationTetrahedron Letters 24 (42): 4621-4624 (1983)
AbstractThe photolysis of 26-hydroxy-furostan (5) and (8) in the presence of Pb(OAc)4/I2 afforded spirostan sapogenins (4) and (7) respectively in 80% yield. This cyclization takes place by an uncommon 1,6-hydrogen shift involving a 7-membered transition state as demonstrated by using specifically deuterium labeled compounds.
Description4 pages, 2 schemes.-- Available online 6 April 2001.
Publisher version (URL)http://dx.doi.org/10.1016/S0040-4039(00)85972-9
URIhttp://hdl.handle.net/10261/18132
DOI10.1016/S0040-4039(00)85972-9
ISSN0040-4039
Appears in Collections:(IPNA) Artículos

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