A new and short method for the synthesis of 2,4-methanoproline.
2,4-Methanoproline, a supposed non-proteinogenic anti-feedant, was synthesised in 5 steps starting from allyl benzyl ether 3 in 10% overall yield with an intramolecular nucleophilic substitution as the key step for the formation of the bicyclic skeleton.
Rammeloo
Thomas
T
Department of Organic Chemistry, Faculty of Agricultural and Applied Biological Sciences, Ghent University, Coupure links 653, B-9000 Gent, Belgium.
Stevens
Christian V
CV
D011392:Proline / Q000031:analogs & derivatives / Q000138:chemical synthesis*
C450189:2,4-methanoproline; D011392:Proline