OXIDATIVE CYCLIZATION OF O-PHENOLIC OXIME-ACID DERIVATIVES USING HYPERVALENT IODINE REAGENT - ASYMMETRIC INDUCTION AT THE GAMMA-POSITION TOTHE CARBONYL GROUP OF CHIRAL O-PHENOLIC OXIME-ESTER

Authors
MURAKATA M YAMADA K HOSHINO O
Citation
M. Murakata et al., OXIDATIVE CYCLIZATION OF O-PHENOLIC OXIME-ACID DERIVATIVES USING HYPERVALENT IODINE REAGENT - ASYMMETRIC INDUCTION AT THE GAMMA-POSITION TOTHE CARBONYL GROUP OF CHIRAL O-PHENOLIC OXIME-ESTER, Journal of the Chemical Society, Chemical Communications, (4), 1994, pp. 443-444
Citations number
23
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
4
Year of publication
1994
Pages
443 - 444
Database
ISI
SICI code
0022-4936(1994):4<443:OCOOOD>2.0.ZU;2-Q
Abstract
An efficient:asymmetric induction at the gamma-position to the carbony l group of the chiral ester took place in 82% diastereoisomeric excess (d.e.) (87% yield) to afford chiral spiroisoxazoline by intramolecula r oxidative cyclisation of o-phenolic oxime-ester 5 using hypervalent iodine reagent.