New strategies for the synthesis of biologically important tetrapyrroles. The "B,C+D+A" approach to linear tetrapyrroles

被引:120
作者
Jacobi, PA [1 ]
Coutts, LD
Guo, JS
Hauck, SI
Leung, SH
机构
[1] Dartmouth Coll, Burke Chem Lab, Hanover, NH 03755 USA
[2] Wesleyan Univ, Hall Atwater Labs, Middletown, CT 06459 USA
关键词
D O I
10.1021/jo991503u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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).
引用
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页码:205 / 213
页数:9
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