HIGHLY DIASTEREOSELECTIVE [2- ASYMMETRIC-SYNTHESIS OF BETA-LACTONES(2] CYCLOADDITIONS VIA CHELATION CONTROL )

Authors
ZEMRIBO R ROMO D
Citation
R. Zemribo et D. Romo, HIGHLY DIASTEREOSELECTIVE [2- ASYMMETRIC-SYNTHESIS OF BETA-LACTONES(2] CYCLOADDITIONS VIA CHELATION CONTROL ), Tetrahedron letters, 36(24), 1995, pp. 4159-4162
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
24
Year of publication
1995
Pages
4159 - 4162
Database
ISI
SICI code
0040-4039(1995)36:24<4159:HD[AOB>2.0.ZU;2-R
Abstract
Chelation controlled [2+2] cycloadditions of trimethylsilylketene to c hiral alpha- and beta-benzyloxyaldehydes followed by desilylation prov ides a highly diastereoselective route to functionalized beta-lactones . Several Lewis acids were examined and MgBr2 . Et(2)O was found to gi ve the highest diastereoselectivities and yields.