Artigo Revisado por pares

Competition between ester and formyl groups for control of torquoselectivity in cyclobutene electrocyclic reactions

1992; Elsevier BV; Volume: 33; Issue: 7 Linguagem: Inglês

10.1016/s0040-4039(00)91566-1

ISSN

1873-3581

Autores

Satomi Niwayama, K. N. Houk,

Tópico(s)

Chemistry and Chemical Engineering

Resumo

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.

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