STUDIES ON SYNTHESIS OF ARAPLYSILLINS VIA OXIDATIVE CYCLIZATION OF O-PHENOLIC OXIME-ACID DERIVATIVES USING PHENYLIODONIUM DIACETATE

Citation
M. Murakata et al., STUDIES ON SYNTHESIS OF ARAPLYSILLINS VIA OXIDATIVE CYCLIZATION OF O-PHENOLIC OXIME-ACID DERIVATIVES USING PHENYLIODONIUM DIACETATE, Heterocycles, 47(2), 1998, pp. 921-931
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
47
Issue
2
Year of publication
1998
Pages
921 - 931
Database
ISI
SICI code
0385-5414(1998)47:2<921:SOSOAV>2.0.ZU;2-D
Abstract
Efficient synthetic approaches of cyclohexadienonespiroisoxazoline-ami des (1), which could be useful as intermediates for the synthesis of d ibromotyrosine derived marine natural products araplysillins, are desc ribed. Direct cyclisation of o-phenolic oxime-amide (5) with phenyliod onium diacetate (PIDA) produced 1. Amidation of cyclohexadienonespiroi soxazoline-acid (6) also took place efficiently to afford 1.