A new approach to porphobilinogen and its analogs

被引：99
作者：
deLeon, CY [1 ]
Ganem, B [1 ]
机构：
[1] CORNELL UNIV,BAKER LAB,DEPT CHEM,ITHACA,NY 14853
来源：
TETRAHEDRON | 1997年 / 53卷 / 23期
关键词：
D O I：
10.1016/S0040-4020(97)00469-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The van Leusen pyrrole synthesis was used to assemble three potential precursors of porphobilinogen, one of which was converted to the natural product using a new method for the direct alkylation of beta-hydroxymethylpyrroles. (C) 1997 Elsevier Science Ltd.
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页码：7731 / 7752
页数：22
相关论文
共 37 条
[1]   A CONVENIENT AND VERSATILE SYNTHESIS OF PORPHOBILINOGEN [J].
ADAMCZYK, M ;
REDDY, RE .
TETRAHEDRON LETTERS, 1995, 36 (50) :9121-9124
[2]  
ADAMCZYK M, 1996, TETRAHEDRON LETT, V37, P2335
[3]  
ANDERSON AJ, 1971, TETRAHEDRON LETT, V34, P3165
[4]   PYRROLES RELATED TO PORPHOBILINOGEN [J].
ARSENAULT, G ;
MACDONALD, SF .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1961, 39 (10) :2043-&
[5]   STEREOCHEMISTRY OF BIOSYNTHESIS OF VINYL GROUPS OF PROTOPORPHYRIN-IX - SHORT SYNTHESIS OF PORPHOBILINOGEN [J].
BATTERSBY, AR ;
MCDONALD, E ;
WURZIGER, HKW ;
JAMES, KJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (13) :493-494
[6]   STUDIES OF PORPHYRIN BIOSYNTHESIS BY C-B NUCLEAR MAGNETIC-RESONANCE - SYNTHESIS OF [C-13]PORPHOBILINOGEN AND ITS INCORPORATION INTO PROTOPORPHYRIN-IX [J].
BATTERSBY, AR ;
MCDONALD, E ;
MORON, J .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (15) :920-+
[7]  
BATTERSBY AR, 1973, J CHEM SOC P1, P2973
[8]   PHOTOSENSITIZERS OF THE PORPHYRIN AND PHTHALOCYANINE SERIES FOR PHOTODYNAMIC THERAPY [J].
BONNETT, R .
CHEMICAL SOCIETY REVIEWS, 1995, 24 (01) :19-33
[9]   CYANOHYDRIDOBORATE ANION AS A SELECTIVE REDUCING AGENT [J].
BORCH, RF ;
BERNSTEIN, MD ;
DURST, HD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (12) :2897-+
[10]   SYNTHESIS OF 1,2-DIHYDRO-3H-PYRROLO[1,2-A]PYRROLE-1-CARBOXYLIC ACIDS AND HOMOLOGOUS PYRIDINE AND AZEPINE ANALOGS THEREOF [J].
CARPIO, H ;
GALEAZZI, E ;
GREENHOUSE, R ;
GUZMAN, A ;
VELARDE, E ;
ANTONIO, Y ;
FRANCO, F ;
LEON, A ;
PEREZ, V ;
SALAS, R ;
VALDES, D ;
ACKRELL, J ;
CHO, D ;
GALLEGRA, P ;
HALPERN, O ;
KOEHLER, R ;
MADDOX, ML ;
MUCHOWSKI, JM ;
PRINCE, A ;
TEGG, D ;
THURBER, TC ;
VANHORN, AR ;
WREN, D .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1982, 60 (18) :2295-2312
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