The allyl anion 2 derived from deprotonation of benzoyl(cyanomethyl)ketene dithioacetal 1 with LDA, is shown to undergo anionic [3 + 2] annulation with various activated olefins via tandem Michael addition aldol condensation to afford the corresponding functionalized cyclopentenes in a highly diastereoselective manner.
K. R. Reddy, L. W. Singh, H. Ila and H. Junjappa, J. Chem. Soc., Perkin Trans. 1, 1994, 2439 DOI: 10.1039/P19940002439
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