Base-catalysed (TMG, DBU or TEA) asymmetric Michael reactions between 5-glyco-4-nitrocyclohex-1-enes and a number of mono- or alfa,beta-disubstituted electron-deficient alkenes yileded, in all cases, adducts in which the sugar side-chain and the added group on C-4 of the cyclohexene ring showed a trans-relationship. Some of the adducts formed were further converted into enantiomerically pure 4-alkyl-5-formyl-4-nitrocyclohex-1-enes.
Preparation of Enantiomerically Pure 4-Alkyl-5-formyl-4-nitrocyclohex-1-enes from 5-Glico-4-nitrocyclohex-1-enes
BALLINI, Roberto;BOSICA, Giovanna;
2002-01-01
Abstract
Base-catalysed (TMG, DBU or TEA) asymmetric Michael reactions between 5-glyco-4-nitrocyclohex-1-enes and a number of mono- or alfa,beta-disubstituted electron-deficient alkenes yileded, in all cases, adducts in which the sugar side-chain and the added group on C-4 of the cyclohexene ring showed a trans-relationship. Some of the adducts formed were further converted into enantiomerically pure 4-alkyl-5-formyl-4-nitrocyclohex-1-enes.File in questo prodotto:
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