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Synlett 2000; 2000(4): 520-522
DOI: 10.1055/s-2000-6581
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Silicon-Directed Regioselective [2+2] Cycloaddition of α-Alkoxybenzyne and Ketene Silyl Acetals

Takamitsu Hosoya* , Toshiyuki Hamura, Yokusu Kuriyama, Makoto Miyamoto, Takashi Matsumoto, Keisuke Suzuki
  • *Department of Chemistry, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8551, Japan
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Publication Date:
31 December 2000 (online)

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The [2+2] cycloaddition of α-alkoxybenzyne and ketene silyl acetal uniformly proceeds with rigorous regioselectivity which, strikingly, holds for a tetraoxyethene with high symmetry. The cycloadduct could be converted to a synthetically attractive class of benzocyclobutene derivatives.

benzyne - ketene silyl acetal - [2+2] cycloaddition - benzocyclobutene derivatives - regioselectivity

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