Τίτλος:
Improvement on the synthesis of (E)-alk-3-enoic acids
Γλώσσες Τεκμηρίου:
Αγγλικά
Περίληψη:
(E)-Alk-3-enoic acids have been prepared in high yield (85-90%) and excellent stereoselectivity (98-99%) by a modified Knoevenagel condensation of a straight carbon chain aldehyde with malonic acid, in dimethyl sulfoxide (DMSO) or dimethylformamide (DMF) at 100°C, in the presence of piperidinium acetate as catalyst. Condensation of the aldehyde with a monoester of malonic acid, under the above conditions, gave the corresponding ester of (E)-alk-3-enoic acid in high yield (76-82%) and good stereoselectivity (90-92%). Condensation of the aldehyde with cyanoacetic acid gave the β,γ-unsaturated nitrile in moderate yield (35-40%) without stereoselectivity.
Συγγραφείς:
Ragoussis, N.
Ragoussis, V.
Περιοδικό:
Journal of the Chemical Society, Perkin Transactions 1
Εκδότης:
Royal Society of Chemistry
