
Synthetic Communications p. 321 - 329 (1995)
Update date:2022-09-26
Topics:
Drewes
Taylor
Ramesar
Field
Methyl 2-bromomethylprop-2-enoate reacts with benzaldehyde and with salicylaldehyde via its Sn and Zn complexes under aqueous conditions to form α-methylene-γ-lactones in high yields. In the case of salicylaldehyde X-ray analysis proves conclusively formation of a five- rather than a seven-membered ring. Under the above conditions 2-bromomethyl-3-phenylprop-2-enoate does not afford any cyclic products.
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