Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 1178-1184 |
| Number of pages | 7 |
| Journal | Synthesis |
| Volume | 51 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - Mar 2019 |
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Keywords
- aldol reaction
- asymmetric catalysis
- continuously running processes
- flow chemistry
- organocatalysis
- water
Cite this
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An asymmetric organocatalytic aldol reaction of a hydrophobic aldehyde in aqueous medium running in flow mode. / Schober, Lukas; Ratnam, Shahilan; Yamashita, Yasunobu; Adebar, Niklas; Pieper, Matthias; Berkessel, Albrecht; Hessel, Volker; Gröger, Harald (Corresponding author).
In: Synthesis, Vol. 51, No. 5, 03.2019, p. 1178-1184.Research output: Contribution to journal › Article › Academic › peer-review
TY - JOUR
T1 - An asymmetric organocatalytic aldol reaction of a hydrophobic aldehyde in aqueous medium running in flow mode
AU - Schober, Lukas
AU - Ratnam, Shahilan
AU - Yamashita, Yasunobu
AU - Adebar, Niklas
AU - Pieper, Matthias
AU - Berkessel, Albrecht
AU - Hessel, Volker
AU - Gröger, Harald
PY - 2019/3
Y1 - 2019/3
N2 - 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.
AB - 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.
KW - aldol reaction
KW - asymmetric catalysis
KW - continuously running processes
KW - flow chemistry
KW - organocatalysis
KW - water
UR - http://www.scopus.com/inward/record.url?scp=85061923666&partnerID=8YFLogxK
U2 - 10.1055/s-0037-1610404
DO - 10.1055/s-0037-1610404
M3 - Article
AN - SCOPUS:85061923666
VL - 51
SP - 1178
EP - 1184
JO - Synthesis
JF - Synthesis
SN - 0039-7881
IS - 5
ER -