Synthetic studies towards paraherquamide F:: synthesis of the 1,7-dihydropyrano[2,3-g]indole ring system

被引：14

作者：

Cox, RJ ^{[1
]}

Williams, RM ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 12期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(02)00220-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A substituted 1,7-dihydropyrano[2,3-g]indole suitable for elaboration to paraherquamide F has been prepared in eight steps and 6% overall yield. The key steps are a Fischer indolization and a Claisen rearrangement. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2149 / 2152

页数：4

共 30 条

[1] NEW PARAHERQUAMIDE ANTIBIOTICS WITH ANTHELMINTIC ACTIVITY
BLANCHFLOWER, SE
BANKS, RM
EVERETT, JR
MANGER, BR
READING, C
[J]. JOURNAL OF ANTIBIOTICS, 1991, 44 (05) : 492 - 497
[2] N-(TRIISOPROPYLSILYL)PYRROLE - A PROGENITOR PAR EXCELLENCE OF 3-SUBSTITUTED PYRROLES
BRAY, BL
MATHIES, PH
NAEF, R
SOLAS, DR
TIDWELL, TT
ARTIS, DR
MUCHOWSKI, JM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (26) : 6317 - 6328
[3] DAS BC, 1978, J CHEM RES-S, P370
[4] ELOMRI A, 1992, HETEROCYCLES, V34, P799
[5] IMPROVED SYNTHESIS OF ARYL 1,1-DIMETHYLPROPARGYL ETHERS
GODFREY, JD
MUELLER, RH
SEDERGRAN, TC
SOUNDARARAJAN, N
COLANDREA, VJ
[J]. TETRAHEDRON LETTERS, 1994, 35 (35) : 6405 - 6408
[6] STUDIES IN ECHINULIN SERIES .2. SYNTHESIS OF (+-)-ALANYLTRYPTOPHAN ANHYDRIDE AND L-ALANYL-2-(1,1-DIMETHYLALLYL)TRYPTOPHAN ANHYDRIDE
HOUGHTON, E
SAXTON, JE
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (06): : 1003 - &
[7] STUDIES IN ECHINULIN SERIES .I. SYNTHESIS OF 3-(INDOL-2-YL)-3-METHYLBUT-1-ENE
HOUGHTON, E
SAXTON, JE
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (04): : 595 - &
[8] Transition metal complexes in organic synthesis .33. Molybdenum-mediated total synthesis of girinimbine, murrayacine, and dihydroxygirinimbine
Knolker, HJ
Hofmann, C
[J]. TETRAHEDRON LETTERS, 1996, 37 (44) : 7947 - 7950
[9] NOVEL ANTINEMATODAL AND ANTIPARASITIC AGENTS FROM PENICILLIUM-CHARLESII .2. STRUCTURE DETERMINATION OF PARAHERQUAMIDE-B, PARAHERQUAMIDE-C, PARAHERQUAMIDE-D, PARAHERQUAMIDE-E, PARAHERQUAMIDE-F, AND PARAHERQUAMIDE-G
LIESCH, JM
WICHMANN, CF
[J]. JOURNAL OF ANTIBIOTICS, 1990, 43 (11) : 1380 - 1386
[10] SYNTHESIS OF THE CARBAZOLE ALKALOID MURRAYAQUINONE-B
MARTIN, T
MOODY, CJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (02): : 241 - 246

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