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Structural effects on sigmatropic shifts in heteroaromatic allyl ethersElectron...
Araújo, Nuna C.; Barroca, Pedro M. M.; Bickley, Jamie F.; Brigas, Amadeu F.; Cristiano, Maria Lurdes Santos; Johnstone, Robert A. W.In contrast to the known thermal, exclusively [3,3], O- to N- rearrangement of allyl groups in phenyltetrazoles (1, Scheme 1), the comparable migration of the allyl group in pseudosaccharyl ethers (3; Scheme 2) has been shown to proceed through both [1,3]- and [3,3]-mechanisms, 4, 5; for the pseudosaccharyl derivative of the natural product myrtenol (6; Scheme 3) only the product 7 of a [1,3]-shift has been obs...
Data: 2002
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Origem: Sapientia - Universidade do Algarve
Thermal rearrangement of 3-allyloxy-1,2-benzisothiazole 1,1-dioxides: an unusua...
Cristiano, Maria Lurdes Santos; Brigas, Amadeu F.; Johnstone, Robert A. W.; Loureiro, Rui M. S.; Pena, Paula C. A.3-Allyloxy-1,2-benzisothiazole 1,1-dioxides isomerize thermally to give [3,3]- and [1,3]-products 6 of sigmatropic shift, of which the former reacts further to give solely the [1,3]-isomer.
Data: 1999
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Origem: Sapientia - Universidade do Algarve
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