Abstract:We report herein a zinc-catalyzed β-allylation of cyclopropanols with Morita–Baylis–Hillman (MBH) carbonates with retention of the cyclopropane ring. The reaction is promoted by a zinc aminoalkoxide catalyst generated from Et2Zn and a β-aminoalcohol, affording cyclopropyl-fused α-alkylidene-δ-valerolactone derivatives in moderate to good yields. A bicyclic 1,2-disubstituted cyclopropanols undergoes allylation at the sterically more hindered β-position. This observation, together with other mechanistic experime… Show more
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