Alicyclic Claisen rearrangement. A general carbocycle synthesis based on four-atom-ring contractions of lactones

MM Abelman, RL Funk…

Index: Abelman, Matthew M.; Funk, Raymond L.; Munger, John D. Journal of the American Chemical Society, 1982 , vol. 104, # 14 p. 4030 - 4032

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Citation Number: 63

Abstract

(6) The analogous Cope rearrangements of 1, 5-~ yclononadienes and 13-cyclodecadienes, a four-carbon carbocyclic-carbocyclic ring-contraction process, have been well studied; see ref la. The anionic oxy-Cope ring contraction of cis, cis, cis-2, 4, 7-cyclononatrienol has recently been featured as the key step in the total synthesis of various cyclopentanoid natural products; see:(a) Paquette, LA; Crouse, GD Tetrahedron 1981, 37, supp 1, 28 I.(b) ...