Selective Transformations of β-Keto Esters, Promoted by Dowex Basic Ion-Exchange Resins

Autor: Celine Simon, Francois Clerc, Jean Rodriguez, Jean-Francois Peyronel
Rok vydání: 2003
Předmět:
Zdroj: ChemInform. 34
ISSN: 1522-2667
0931-7597
Popis: Depending on the nature of the Dowex basic ion-exchange resin, cyclic β-keto esters 1 react with α,β-unsaturated aldehydes 2 to give either the corresponding Michael adducts 3 or the highly functionalized bicyclo[3.3.1]nonanes 4 in a one-pot Michael addition−intramolecular aldolization sequence. Some selective transformations of the highly functionalized systems 3 and 4 to provide amino azabicyclo[3.3.1]nonanones 9, polycyclic aminals 10, and azacyclooctene 12 are also presented. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
Databáze: OpenAIRE