Chemical & Pharmaceutical Bulletin 2000-03-01

Studies on Lewis acid-mediated intramolecular cyclization reactions of allene-ene systems.

K Hiroi, T Watanabe, A Tsukui

Index: Chem. Pharm. Bull. 48(3) , 405-9, (2000)

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Abstract

The Lewis acid-mediated reactions of allene-ene compounds, derived from 3-methylcitronellal or dimethyl malonate, were carried out using various Lewis acids such as ethylaluminum dichloride, diethylaluminum chloride, titanium chloride, zinc chloride etherate, or boron trifluoride etherate, affording unexpectedly intramolecular [2+2]cycloaddition products under some particular reaction conditions without any formation of intramolecular ene reaction products.