1426575-53-2Relevant academic research and scientific papers
Nucleophilic 5-endo-trig cyclization of 3,3-difluoroallylic ketone enolates: Synthesis of 5-fluorinated 2-alkylidene-2,3-dihydrofurans
Fujita, Takeshi,Sakoda, Kotaro,Ikeda, Masahiro,Hattori, Masahiro,Ichikawa, Junji
, p. 57 - 60 (2013)
3,3-Difluoroallylic ketones readily undergo nucleophilic 5-endo-trig cyclization through their metal enolates to afford 5-fluorinated 2-alkylidene-2,3-dihydrofurans. O-Cyclization exclusively occurred via intramolecular substitution of the vinylic fluorin
Nucleophilic 5- Endo - Trig cyclization of 3,3-difluoroallylic metal enolates and enamides: Facile synthesis of ring-fluorinated dihydroheteroles
Fujita, Takeshi,Ikeda, Masahiro,Hattori, Masahiro,Sakoda, Kotaro,Ichikawa, Junji
, p. 1493 - 1505 (2014/06/10)
Metal enolates and enamides bearing difluoroallylic moieties underwent nucleophilic 5-endo-trig cyclization, a process considered to be disfavored according to Baldwin's rules. Whereas no C-cyclization was observed in these reactions, O- and N-cyclization proceeded exclusively to afford 5-fluorinated 2-alkylidene-2,3-dihydrofurans and -2,3-dihydropyrroles, respectively. Georg Thieme Verlag Stuttgart New York.
