An Efficient Synthetic Pathway from Cyclohepta-1,3,5-triene to 2,3-Disubstituted 1,2,3,8-Tetrahydroazulen-1-ones

Takanori Kajioka, Mitsunori Oda, Shin'ichiro Yamada, Yoshio Kawamori, Ryuta Miyatake, Shigeyasu Kuroda

Synthesis · 1999 · 12 citations · 0 references

Concepts

Abstract

The Nazarov cyclization of substituted ethyl 3-(cyclohepta-1,3,5-trien-1-yl)-2-methylen-3-oxopropionates, prepared from cyclohepta-1,3,5-triene in three steps, gave solely 2,3-disubstituted 1,2,3,8-tetrahydroazulen-1-ones without any detectable formation of its double bond regioisomer.