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A new and short method for the synthesis of 2,4-methanoproline
Thomas Rammeloo1, Christian V Stevens
1Department of Organic Chemistry, Faculty of Agricultural and Applied Biological Sciences, Ghent University, Coupure links 653, B-9000 Gent, Belgium.
Chemical Communications (Cambridge, England)
|July 18, 2002
Abstract:
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.