Intramolecular cycloadditions of unsaturated nitrones derived from a series of N-(2-alkenyl)-2-pyrrolecarbaldehydes (2) have been systematically studied. A pronounced substituent effect has been observed as far as the competitive formation of fused- and bridged-ring regioisomers are concerned. Further elaboration of the two kinds of cycloadducts has given pyrrolizidine and indolizidine derivatives, respectively.
Regiochemical aspects of intramolecular cycloadditions of nitrones derived from N-(2-alkenyl)-2-pyrrolecarbaldehydes. Competitive entries to pyrrolizidine and indolizidine derivatives / G. Broggini, C. La Rosa, T. Pilati, A. Terraneo, G. Zecchi. - In: TETRAHEDRON. - ISSN 0040-4020. - 57:39(2001), pp. 8323-8332.
Regiochemical aspects of intramolecular cycloadditions of nitrones derived from N-(2-alkenyl)-2-pyrrolecarbaldehydes. Competitive entries to pyrrolizidine and indolizidine derivatives
C. La RosaSecondo
;
2001
Abstract
Intramolecular cycloadditions of unsaturated nitrones derived from a series of N-(2-alkenyl)-2-pyrrolecarbaldehydes (2) have been systematically studied. A pronounced substituent effect has been observed as far as the competitive formation of fused- and bridged-ring regioisomers are concerned. Further elaboration of the two kinds of cycloadducts has given pyrrolizidine and indolizidine derivatives, respectively.
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