The direct heterofunctionalization of acyclic α,β-unsaturated aldehydes with N-acylquinolinium ions contemplating the formation of two stereocentres is studied using dienamine catalysis. This work gives some new experimental insights on the remote stereocontrol in dienamine catalysis using unbiased aliphatic systems and large electrophiles, pointing to a (Z)-preference of the reactive configuration of the second double bond.

Direct enantioselective vinylogous Mannich-type reactions of acyclic enals: New experimental insights into the E/Z-dilemma

Favero L.
Membro del Collaboration Group
;
Menichetti A.
Membro del Collaboration Group
;
Di Bussolo V.
Membro del Collaboration Group
;
Pescitelli G.
Membro del Collaboration Group
;
Di Pietro S.
Membro del Collaboration Group
;
Pineschi M.
Membro del Collaboration Group
2019-01-01

Abstract

The direct heterofunctionalization of acyclic α,β-unsaturated aldehydes with N-acylquinolinium ions contemplating the formation of two stereocentres is studied using dienamine catalysis. This work gives some new experimental insights on the remote stereocontrol in dienamine catalysis using unbiased aliphatic systems and large electrophiles, pointing to a (Z)-preference of the reactive configuration of the second double bond.
2019
Vargiu, M.; Favero, L.; Menichetti, A.; Di Bussolo, V.; Marchetti, F.; Pescitelli, G.; Di Pietro, S.; Pineschi, M.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/997474
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