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Paper | Regular issue | Vol 68, No. 2, 2006, pp.271-282
Published online, 13th December, 2005
DOI: 10.3987/COM-05-10612
Formal Synthesis of (±)-Hop ether, (±)-Isoboonein and (±)-Iridomyrmecin

Meng-Yang Chang,* Chun-Yu Lin, Bor-Fng Chen, and Nein-Chen Chang*

*Department of Applied Chemistry, National University of Kaohsiung, No. 700 Kaohsiung University Rd., Nan-Tzu District, Kaohsiung 811, Taiwan, R.O.C.

Abstract

A general synthesis of (±)-hop ether (5), (±)-isoboonein (6), and (±)-iridomyrmecin (7) from bicyclo[2.2.1]ketone (9) is described. Cyclopentenoid aldehyde (10) and bicyclo[3.2.1]lactone (11) are the key intermediates.