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Studies on Lewis acid-mediated intramolecular cyclization reactions of allene-ene systems
K Hiroi1, T Watanabe, A Tsukui
1Department of Synthetic Organic Chemistry, Tohoku Pharmaceutical University, Sendai, Miyagi, Japan.
Chemical & Pharmaceutical Bulletin
|March 22, 2000
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.