Total syntheses of carazostatin and hyellazole by allene-mediated electrocyclic reaction

被引：60

作者：

Choshi, T ^{[1
]}

Sada, T ^{[1
]}

Fujimoto, H ^{[1
]}

Nagayama, C ^{[1
]}

Sugino, E ^{[1
]}

Hibino, S ^{[1
]}

机构：

[1] FUKUYAMA UNIV,FAC PHARM & PHARMACEUT SCI,FUKUYAMA,HIROSHIMA 72902,JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 15期

关键词：

D O I：

10.1016/0040-4039(96)00378-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The free radical scavenger carazostatin and the marine alkaloid hyellazole have been synthesized by a new type of allene-mediated electrocyclic reaction involving the indole 2,3-bond as a key step. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：2593 / 2596

页数：4

共 38 条

[11] JACKSON PM, 1990, SYNLETT, P521
[12] SYNTHESIS AND ELECTROCHEMICAL PROPERTIES OF THE NATURALLY-OCCURRING FREE-RADICAL SCAVENGER CARAZOSTATIN
JACKSON, PM
MOODY, CJ
MORTIMER, RJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (12): : 2941 - 2944
[13] KANEDA M, 1981, HETEROCYCLES, V15, P993
[14] CARBAZOMYCIN-G AND CARBAZOMYCIN-H, NOVEL CARBAZOMYCIN-CONGENERS CONTAINING A QUINOL MOIETY
KANEDA, M
NAID, T
KITAHARA, T
NAKAMURA, S
HIRATA, T
SUGA, T
[J]. JOURNAL OF ANTIBIOTICS, 1988, 41 (05) : 602 - 608
[15] SYNTHESIS OF THE CARBAZOLE ALKALOID HYELLAZOLE
KANO, S
SUGINO, E
HIBINO, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (24) : 1241 - 1242
[16] SYNTHESIS OF CARBAZOLE ALKALOIDS HYELLAZOLE AND 6-CHLOROHYELLAZOLE
KANO, S
SUGINO, E
SHIBUYA, S
HIBINO, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (19) : 3856 - 3859
[17] STUDIES ON FREE-RADICAL SCAVENGING SUBSTANCES FROM MICROORGANISMS .1. CARAZOSTATIN, A NEW FREE-RADICAL SCAVENGER PRODUCED BY STREPTOMYCES-CHROMOFUSCUS DC-118
KATO, S
KAWAI, H
KAWASAKI, T
TODA, Y
URATA, T
HAYAKAWA, Y
[J]. JOURNAL OF ANTIBIOTICS, 1989, 42 (12) : 1879 - 1881
[18] NEW APPROACH TO 3-OXYGENATED CARBAZOLES - SYNTHESIS OF HYELLAZOLE AND 4-DEOXYCARBAZOMYCIN B
KAWASAKI, T
NONAKA, Y
AKAHANE, M
MAEDA, N
SAKAMOTO, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (15): : 1777 - 1781
[19] A NEW EFFICIENT SYNTHESIS OF THE 3-METHOXYCARBAZOLE ALKALOID HYELLAZOLE
KAWASAKI, T
NONAKA, Y
SAKAMOTO, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (01) : 43 - 44
[20] KAWASAKI T, 1994, J INDIAN CHEM SOC, V71, P443

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