Studies towards the synthesis of diazonamide A. Synthesis of the indole bis-oxazole fragment

被引：66

作者：

Bagley, MC ^{[1
]}

Hind, SL ^{[1
]}

Moody, CJ ^{[1
]}

机构：

[1] Univ Exeter, Sch Chem, Exeter EX4 4QD, Devon, England

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 35期

基金：

英国工程与自然科学研究理事会;

关键词：

rhodium carbenoid insertion; indoles; oxazoles;

D O I：

10.1016/S0040-4039(00)01120-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The indole bis-oxazole 2, a potential intermediate for the synthesis of the marine natural product diazonamide A 1, has been synthesised, and attempts to construct the model macrocycle (ring B) 3 are also described; in both approaches rhodium carbenoid N-H insertion reactions are used in key steps. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：6897 / 6900

页数：4

共 14 条

[1] Studies towards the synthesis of diazonamide A. Synthesis of the 4-(oxazol-5-ylmethyl) aryltryptamine fragment
Bagley, MC
Moody, CJ
Pepper, AG
[J]. TETRAHEDRON LETTERS, 2000, 41 (35) : 6901 - 6904
[2] Synthesis of functionalised oxazoles and bis-oxazoles
Bagley, MC
Buck, RT
Hind, SL
Moody, CJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (03): : 591 - 600
[3] A synthetic approach towards the aromatic macrocyclic core of diazonamide A based on sp2-sp2 coupling protocols
Boto, A
Ling, M
Meek, G
Pattenden, G
[J]. TETRAHEDRON LETTERS, 1998, 39 (44) : 8167 - 8170
[4] N-H insertion reactions of rhodium carbenoids .2. Preparation of N-substituted amino(phosphoryl)acetates (N-substituted phosphorylglycine esters)
Ferris, L
Haigh, D
Moody, CJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (24): : 2885 - 2888
[5] A MILD OXIDIZING REAGENT FOR ALCOHOLS AND 1,2-DIOLS - O-IODOXYBENZOIC ACID (IBX) IN DMSO
FRIGERIO, M
SANTAGOSTINO, M
[J]. TETRAHEDRON LETTERS, 1994, 35 (43) : 8019 - 8022
[6] KAGEYAMA H, 1994, SYNLETT, P371
[7] KELLY TR, 1990, TETRAHEDRON LETT, V31, P161
[8] Studies towards the synthesis of diazonamide A. Synthesis of a tyrosine-derived benzofuranone
Lach, F
Moody, CJ
[J]. TETRAHEDRON LETTERS, 2000, 41 (35) : 6893 - 6896
[9] ISOLATION AND STRUCTURE DETERMINATION OF DIAZONAMIDE-A AND DIAZONAMIDE-B, UNUSUAL CYTOTOXIC METABOLITES FROM THE MARINE ASCIDIAN DIAZONA-CHINENSIS
LINDQUIST, N
FENICAL, W
VANDUYNE, GD
CLARDY, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (06) : 2303 - 2304
[10] Synthesis of the dichlorobisoxazole-indole portion of the antitumor agent diazonamide by a putative biogenetic strategy
Magnus, P
McIver, EG
[J]. TETRAHEDRON LETTERS, 2000, 41 (06) : 831 - 834

← 1 2 →