Journal of the Chinese Chemical Society

Tandem thermal reactions for the synthesis of jasmonoids

TL Ho, KF Shyu

Index: Ho, Tse-Lok; Shyu, Kuo-Feng Journal of the Chinese Chemical Society, 1998 , vol. 45, # 2 p. 319 - 321

Full Text: HTML

Citation Number: 0

Abstract

Abstract A tandem reaction tactic for the preparation of a jasmonoid intermediate consists of pyrolysis of a spiroannulated cyclopentanone. The thermal decomposition actually involves a retro-Diels-Alder reaction and a homo-1, 5-hydrogen shift with cleavage of the cyclopropane unit.

~74%

~60%

An efficiemt synthetic method of methyl (±)-jasmonate

[Kataoka, Hideaki; Yamada, Toshiro; Goto, Kuniaki; Tsuji, Jiro Tetrahedron, 1987 , vol. 43, # 18 p. 4107 - 4112]

Synthesis of 2-alkyl-2-cyclopenten-1-ones. A versatile kinet...

[Geraghty, Niall W. A.; Morris, Noreen M. Synthesis, 1989 , # 8 p. 603 - 607]