COMPETITION BETWEEN ESTER AND FORMYL GROUPS FOR CONTROL OF TORQUOSELECTIVITY IN CYCLOBUTENE ELECTROCYCLIC REACTIONS
Methyl 3-formylcyclobutene-3-carboxylate was synthesized in five steps from commercially available cyclobutane-1,1-dicarboxylic acid.Thermolysis afforded methyl (2H)-pyrane-5-carboxylate, which was formed by electrocyclization of the formyl-in, ester-out product of ring opening.This confirms theoretical predictions.
Niwayama, Satomi,Houk, K. N.
p. 883 - 886
(2007/10/02)
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