An Asymmetric Organocatalytic Aldol Reaction of a Hydrophobic Aldehyde in Aqueous Medium Running in Flow Mode

Schober L, Ratnam S, Yamashita Y, Adebar N, Pieper M, Berkessel A, Hessel V, Gröger H (2019)
SYNTHESIS-STUTTGART 51(5): 1178-1184.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Abstract / Bemerkung
Reaction conditions have been identified to conduct a one-pot asymmetric organocatalytic aldol reaction with a hydrophobic substrate in aqueous medium via a process running in flow mode. By employing a mixture of water and 2-propanol, a hydrophobic aldehyde and 3.6 mol% of an organocatalyst, this microreactor process affords the desired aldol adduct with a conversion of 74% and an enantioselectivity of 89% after a reaction time of 60 minutes.
Stichworte
aldol reaction; asymmetric catalysis; continuously running processes; flow chemistry; organocatalysis; water
Erscheinungsjahr
2019
Zeitschriftentitel
SYNTHESIS-STUTTGART
Band
51
Ausgabe
5
Seite(n)
1178-1184
ISSN
0039-7881
eISSN
1437-210X
Page URI
https://pub.uni-bielefeld.de/record/2934376

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Schober L, Ratnam S, Yamashita Y, et al. An Asymmetric Organocatalytic Aldol Reaction of a Hydrophobic Aldehyde in Aqueous Medium Running in Flow Mode. SYNTHESIS-STUTTGART. 2019;51(5):1178-1184.
Schober, L., Ratnam, S., Yamashita, Y., Adebar, N., Pieper, M., Berkessel, A., Hessel, V., et al. (2019). An Asymmetric Organocatalytic Aldol Reaction of a Hydrophobic Aldehyde in Aqueous Medium Running in Flow Mode. SYNTHESIS-STUTTGART, 51(5), 1178-1184. doi:10.1055/s-0037-1610404
Schober, L., Ratnam, S., Yamashita, Y., Adebar, N., Pieper, M., Berkessel, A., Hessel, V., and Gröger, H. (2019). An Asymmetric Organocatalytic Aldol Reaction of a Hydrophobic Aldehyde in Aqueous Medium Running in Flow Mode. SYNTHESIS-STUTTGART 51, 1178-1184.
Schober, L., et al., 2019. An Asymmetric Organocatalytic Aldol Reaction of a Hydrophobic Aldehyde in Aqueous Medium Running in Flow Mode. SYNTHESIS-STUTTGART, 51(5), p 1178-1184.
L. Schober, et al., “An Asymmetric Organocatalytic Aldol Reaction of a Hydrophobic Aldehyde in Aqueous Medium Running in Flow Mode”, SYNTHESIS-STUTTGART, vol. 51, 2019, pp. 1178-1184.
Schober, L., Ratnam, S., Yamashita, Y., Adebar, N., Pieper, M., Berkessel, A., Hessel, V., Gröger, H.: An Asymmetric Organocatalytic Aldol Reaction of a Hydrophobic Aldehyde in Aqueous Medium Running in Flow Mode. SYNTHESIS-STUTTGART. 51, 1178-1184 (2019).
Schober, Lukas, Ratnam, Shahilan, Yamashita, Yasunobu, Adebar, Niklas, Pieper, Matthias, Berkessel, Albrecht, Hessel, Volker, and Gröger, Harald. “An Asymmetric Organocatalytic Aldol Reaction of a Hydrophobic Aldehyde in Aqueous Medium Running in Flow Mode”. SYNTHESIS-STUTTGART 51.5 (2019): 1178-1184.