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
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.