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Valorization of Methyl Azelaaldehydate – A Vegetable Oil Based Platform Molecule for the Synthesis of Monomers through Stetter Reaction
Author(s) -
Charvieux Aubin,
Duc Vu Nam,
Duguet Nicolas,
Lemaire Marc
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801611
Subject(s) - monomer , adduct , chemistry , limiting , benzoin , organic chemistry , michael reaction , selectivity , molecule , catalysis , polymer , mechanical engineering , engineering
The valorization of vegetable oil‐derived methyl azelaaldehydate (methyl 9‐oxo‐nonanoate) to monomers was studied through NHC‐catalysed Stetter reaction. Among the Michael acceptors tested, dimethyl fumarate gave the highest selectivity (97 %) for the corresponding Stetter adduct, thus limiting the competing benzoin condensation.