Asymmetric syntheses of isochroman-4,7-diols through intramolecular cyclization of tethered lactaldehydes

Authors
Giles, RGF Green, IR Gruchlik, Y Oosthuizen, FJ
Citation
Rgf. Giles et al., Asymmetric syntheses of isochroman-4,7-diols through intramolecular cyclization of tethered lactaldehydes, AUST J CHEM, 53(4), 2000, pp. 341-347
Citations number
17
Categorie Soggetti
Chemistry
Journal title
AUSTRALIAN JOURNAL OF CHEMISTRY
ISSN journal
00049425 → ACNP
Volume
53
Issue
4
Year of publication
2000
Pages
341 - 347
Database
ISI
SICI code
0004-9425(2000)53:4<341:ASOITI>2.0.ZU;2-C
Abstract
Ready cyclization through silica gel chromatography of the asymmetric pheno lic lactaldehyde (14) afforded the diastereomeric pair of isochroman-4,7-di ols (21) and (23) in good yield, while (17), the benzylic epimer of (14), s imilarly yielded the isochroman-4,7-diol (25) as a single diastereomer.