[object Object]An unprecedented technique for the in situ generation of indolyl ortho-quinodimethanes from 2- methylindole-based methylenemalononitriles by aminemediated remote C(sp3)¢H deprotonation was developed. These intermediates were efficiently trapped by diverse enals to provide a rapid entry to 2,9-dihydro-1H-carbazole- 3-carboxyaldehyde structures through a formal asymmetric [4+2] eliminative cycloaddition governed by a a,adiphenylprolinol trimethylsilyl ether catalyst.
Exploiting the Distal Reactivity of Indolyl Methylenemalononitriles: An Asymmetric Organocatalyzed [4+2]
Rassu G;Zambrano V;
2016
Abstract
[object Object]An unprecedented technique for the in situ generation of indolyl ortho-quinodimethanes from 2- methylindole-based methylenemalononitriles by aminemediated remote C(sp3)¢H deprotonation was developed. These intermediates were efficiently trapped by diverse enals to provide a rapid entry to 2,9-dihydro-1H-carbazole- 3-carboxyaldehyde structures through a formal asymmetric [4+2] eliminative cycloaddition governed by a a,adiphenylprolinol trimethylsilyl ether catalyst.File in questo prodotto:
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