STEREOELECTRONIC AND STERIC EFFECTS FOR CRITICAL OXIDATION TO THE CYCLOHEXANE DERIVATIVES FOR AN INTERMEDIATE TO (-)-TETRODOTOXIN

Authors
BAMBA M NISHIKAWA T ISOBE M
Citation
M. Bamba et al., STEREOELECTRONIC AND STERIC EFFECTS FOR CRITICAL OXIDATION TO THE CYCLOHEXANE DERIVATIVES FOR AN INTERMEDIATE TO (-)-TETRODOTOXIN, Synlett, (4), 1998, pp. 371
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
4
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):4<371:SASEFC>2.0.ZU;2-K
Abstract
A critical step for hydroxylation to cyclohexane ring at the 10 alpha orientation of an intermediate to tetrodotoxin was achieved through a limited precursor by allylic oxidation with SeO2. In all the cases ste reocontrol was rendered by strictly stereoelectronic and steric effect s to give exact products.