Functionalized gem-difluoro beta- and gamma-lactams were synthesized through a novel intramolecular hydroamination reaction of difluoropropargyl amides. beta-Lactams were obtained via a Baldwin disfavored 4-exo-digonal cyclization using palladium acetate as the catalyst, whereas gamma-lactams were produced under basic conditions. Acid hydration of gamma-lactams produced ketoamides or hemiaminals selectively.
Intramolecular hydroamination of difluoropropargyl amides: regioselective synthesis of fluorinated beta- and gamma-lactams. Publishing Authors By Initials
Intramolecular hydroamination of difluoropropargyl amides: regioselective synthesis of fluorinated beta- and gamma-lactams. Journal Published:
PUBLICATION TYPE: Journal Article
Journal: Organic letters
VOLUME: 9
Page Numbers: 4251-3
Journal Abbreviation: Org. Lett.
ISSN: 1523-7060
DAY: 19
MONTH: 09
YEAR: 2007
Intramolecular hydroamination of difluoropropargyl amides: regioselective synthesis of fluorinated beta- and gamma-lactams. Information
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LANGUAGE: eng
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Intramolecular hydroamination of difluoropropargyl amides: regioselective synthesis of fluorinated beta- and gamma-lactams. Keywords Mesh Terms:
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Grant and Affiliation Information for Intramolecular hydroamination of difluoropropargyl amides: regioselective synthesis of fluorinated beta- and gamma-lactams.
AFFILIATION: Departamento de Química OrgAnica, Universidad de Valencia, E-46100 Burjassot, Spain. santos.fustero@uv.es
Country: United States
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