A readily available, low cost bifunctional organic catalyst promoted the addition of nitroesters to imines; in the reaction between 2-nitropropionates and N-Boc protected aldehyde-imines the product bearing a new quaternary stereocenter was obtained in up to 81% ee. The positively charged catalyst was postulated to control the attack of the enolic form of nitroester to imine through a hydrogen bonding network
Enantioselective catalytic addition of nitroesters to N-carboalkyloxy imines : a route to quaternary stereocenters / A. Puglisi, L. Raimondi, M. Benaglia, M. Bonsignore, S. Rossi. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 50:30(2009), pp. 4340-4342.
Enantioselective catalytic addition of nitroesters to N-carboalkyloxy imines : a route to quaternary stereocenters
A. PuglisiPrimo
;L. RaimondiSecondo
;M. Benaglia;M. BonsignorePenultimo
;S. RossiUltimo
2009
Abstract
A readily available, low cost bifunctional organic catalyst promoted the addition of nitroesters to imines; in the reaction between 2-nitropropionates and N-Boc protected aldehyde-imines the product bearing a new quaternary stereocenter was obtained in up to 81% ee. The positively charged catalyst was postulated to control the attack of the enolic form of nitroester to imine through a hydrogen bonding network
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