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BIBTEX RIS

Tandem Michael addition–carbene insertion reaction of 1-alkynyl(aryl)(tetrafluoroborato)-λ 3 -bromanes: 1-(phenylsulfonyl)- and 1-(trifluoromethylsulfonyl)cyclopentene annulation

2004; Royal Society of Chemistry; Issue: 24 Linguagem: Inglês

10.1039/b410830b

ISSN

1364-548X

Autores

Masahito Ochiai, Norihiro Tada, Yoshio Nishi, Kentaro Murai,

Tópico(s)

Asymmetric Synthesis and Catalysis

Resumo

Exposure of 1-alkynyl[p-(trifluoromethyl)phenyl](tetrafluoroborato)-λ3-bromanes to sodium benzenesulfinate or sodium trifluoromethanesulfinate in dichloromethane at 0 °C under argon resulted in tandem Michael–carbene insertion reactions to produce 1-sulfonylcyclopentenes selectively, with concomitant formation of a small amount of rearranged 1-alkynyl sulfones.

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