STEREOCHEMICAL STUDY ON CYCLIC ACETAL FORMATION DURING ANODIC-OXIDATION OF NAPHTHALENE DERIVATIVES BY TRANSFORMATION OF CHIRAL ALCOHOL TO ACHIRAL ACETAL

Authors
FUJITA M OHSHIBA M SHIOYAMA S SUGIMURA T TAI A
Citation
M. Fujita et al., STEREOCHEMICAL STUDY ON CYCLIC ACETAL FORMATION DURING ANODIC-OXIDATION OF NAPHTHALENE DERIVATIVES BY TRANSFORMATION OF CHIRAL ALCOHOL TO ACHIRAL ACETAL, Chemical communications, (20), 1998, pp. 2243-2244
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
20
Year of publication
1998
Pages
2243 - 2244
Database
ISI
SICI code
1359-7345(1998):20<2243:SSOCAF>2.0.ZU;2-0
Abstract
A novel stereochemical approach is employed in anodic oxidation of nap hthalene derivatives to discriminate the intramolecular radical additi on vs, intermolecular radical addition paths; the contribution of the latter is revealed to be important,judging from the stereodifferentiat ing addition of MeOH at C-4 during the anodic oxidation of -(3'-hydrox y-1'-methylbutoxy)-4-methylnaphthalene.