Tetrahedron Letters p. 5139 - 5142 (1984)
Update date:2022-07-30
Topics: Cycloaddition Experimental Generation
Ito, Yoshihiko
Nakajo, Eiji
Saegusa, Takeo
CsF induced 1,4-elimination of ammonium bromide, prepared by quaternization of N-tert-butyl o-(dimethylaminomethyl)benzimidoylsilane 6, provides a new generation of α-(N-tert-butylimino)-o-quinodimethane (3a), which gives benzocyclobutenone N-tert-butylimine (8) in the absence of dienophile.Trapping of 3a with electron deficient olefins affords Diels-Alder adducts regioselectively.
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Doi:10.1016/0008-6215(84)85274-X
(1984)Doi:10.1016/j.bmc.2015.02.043
(2015)Doi:10.1055/s-0036-1589032
(2017)Doi:10.1016/j.jmr.2006.06.002
(2006)Doi:10.1007/s11172-006-0398-5
(2006)Doi:10.1016/0008-6215(84)85401-4
(1984)