New Strategies for the Synthesis of Biologically Important Tetrapyrroles. The “B,C + D + A” Approach to Linear Tetrapyrroles

Linear tetrapyrroles related to phytochrome (1) were prepared in enantiospecific fashion by a new strategy beginning with ring-B,C synthons of type 19 (bis-iododipyrrins). Rings A and D were elaborated by Pd(0)-mediated coupling of 19a with the appropriate alkyne acid or amide derivatives 9 and 20,...

Full description

Saved in:

Bibliographic Details
Published in:	Journal of organic chemistry Vol. 65; no. 1; pp. 205 - 213
Main Authors:	Jacobi, Peter A, Coutts, Lisa D, Guo, Jiasheng, Hauck, Sheila I, Leung, Sam H
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 14-01-2000
Subjects:	Magnetic Resonance Spectroscopy Pyrroles - chemical synthesis Pyrroles - chemistry Spectrometry, Mass, Fast Atom Bombardment Stereoisomerism Tetrapyrroles
Online Access:	Get full text
Tags:	Add Tag No Tags, Be the first to tag this record!

Description
Summary:	Linear tetrapyrroles related to phytochrome (1) were prepared in enantiospecific fashion by a new strategy beginning with ring-B,C synthons of type 19 (bis-iododipyrrins). Rings A and D were elaborated by Pd(0)-mediated coupling of 19a with the appropriate alkyne acid or amide derivatives 9 and 20, followed by intramolecular cyclization (method C: BC + D + A → ABCD).
Bibliography:	ark:/67375/TPS-B9MRS3TV-C istex:2640C83109780A77243C606E2929BCCB881EEA76 ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo991503u