METAL-MEDIATED REACTIONS OF ALPHA-BROMOMETHYL-PROPENOATE ESTERS

Authors
DREWES SE TAYLOR RB RAMESAR NS FIELD JS
Citation
Se. Drewes et al., METAL-MEDIATED REACTIONS OF ALPHA-BROMOMETHYL-PROPENOATE ESTERS, Synthetic communications, 25(3), 1995, pp. 321-329
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
25
Issue
3
Year of publication
1995
Pages
321 - 329
Database
ISI
SICI code
0039-7911(1995)25:3<321:MROAE>2.0.ZU;2-0
Abstract
Methyl-2-bromomethylprop-2-enoate reacts with benzaldehyde and with sa licylaldehyde via its Sn and Zn complexes under aqueous conditions to form alpha-methylene-gamma-lactones in high yields. In the case of sal icylaldehyde X-ray analysis proves conclusively formation of a five- r ather than a seven-membered ring. Under the above conditions 2-bromome thyl-3-phenylprop-2-enoate does not afford any cyclic products.