Isomerization of Uroporphyrinogen I octamethyl ester through spiro-pyrrolenine intermediate

Citation
H. Takakura et al., Isomerization of Uroporphyrinogen I octamethyl ester through spiro-pyrrolenine intermediate, TETRAHEDR L, 40(15), 1999, pp. 2989-2992
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
15
Year of publication
1999
Pages
2989 - 2992
Database
ISI
SICI code
0040-4039(19990409)40:15<2989:IOUIOE>2.0.ZU;2-H
Abstract
Treatment of uroporphyrinogen I octamethyl ester with 2-mercaptobenzothiazo lylmethyl pyrrole derivative in the presence of silver (I) trifrate under a naerobic condition in dichloromethane for 20 h, followed by aerial oxidatio n of the products, gave a statistical mixture of uroporphyrin I similar to IV octamethyl esters. It was proposed that this transformation proceeds thr ough a spiro-pyrrolenine as a key intermediate. (C) 1999 Elsevier Science L td. All rights reserved.