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Push–pull substitution of cyclopropanes can make these compounds synthetic equivalents of 1,3-dipolar synthons 2, suitable for formal [3+2] addition reactions with aryl acetylenes. Upon treatment with TiCl4, tert-butyldiphenylsilylmethyl-substituted cyclopropyl ketones 1 reacted with aryl acetylenes to furnish cyclopentene derivatives 3 regio- and stereoselectively. R=nBu, tBu, Ph.
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Yadav et al. (2004) studied this question.
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