Canadian Journal of Chemistry, volume 55, issue 8, pages 1324-1332

C-Alkylation of 1,3-dihydroxyanthraquinones. Total syntheses of (±)-averufin and (±)-bipolarin

Andre Castonguay

André Castonguay

Paul Brassard

Show full list: 3 authors

Publication type: Journal Article

Publication date: 1977-04-15

Canadian Science Publishing

Journal: Canadian Journal of Chemistry

scimago Q3

wos Q3

SJR: 0.223

CiteScore: 1.9

Impact factor: 1.1

ISSN: 00084042, 14803291

DOI: 10.1139/v77-183

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General Chemistry

Catalysis

Organic Chemistry

Abstract

Various methods of substituting 1,3-dihydroxyanthraquinones in the 2-position were investigated. It was eventually found that direct hydroxyalkylation in the presence of definite amounts of sodium bicarbonate could be carried out. The reaction of 1,3,6,8-tetrahydroxyanthraquinone with 5-oxohexanal or 4-hydroxybutanal gave, respectively, among other products, (±)-averufin and (±)-bipolarin.

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Castonguay A., Castonguay A., Brassard P. C-Alkylation of 1,3-dihydroxyanthraquinones. Total syntheses of (±)-averufin and (±)-bipolarin // Canadian Journal of Chemistry. 1977. Vol. 55. No. 8. pp. 1324-1332.

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RIS Copy

TY - JOUR

DO - 10.1139/v77-183

UR - https://doi.org/10.1139/v77-183

TI - C-Alkylation of 1,3-dihydroxyanthraquinones. Total syntheses of (±)-averufin and (±)-bipolarin

T2 - Canadian Journal of Chemistry

AU - Castonguay, Andre

AU - Castonguay, André

AU - Brassard, Paul

PY - 1977

DA - 1977/04/15

PB - Canadian Science Publishing

SP - 1324-1332

IS - 8

VL - 55

SN - 0008-4042

SN - 1480-3291

ER -

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@article{1977_Castonguay,

author = {Andre Castonguay and André Castonguay and Paul Brassard},

title = {C-Alkylation of 1,3-dihydroxyanthraquinones. Total syntheses of (±)-averufin and (±)-bipolarin},

journal = {Canadian Journal of Chemistry},

year = {1977},

volume = {55},

publisher = {Canadian Science Publishing},

month = {apr},

url = {https://doi.org/10.1139/v77-183},

number = {8},

pages = {1324--1332},

doi = {10.1139/v77-183}

}

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Castonguay, Andre, et al. “C-Alkylation of 1,3-dihydroxyanthraquinones. Total syntheses of (±)-averufin and (±)-bipolarin.” Canadian Journal of Chemistry, vol. 55, no. 8, Apr. 1977, pp. 1324-1332. https://doi.org/10.1139/v77-183.

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Publisher

Canadian Science Publishing

Journal

Canadian Journal of Chemistry

scimago Q3

wos Q3

SJR

0.223

CiteScore

1.9

Impact factor

1.1

ISSN

00084042 (Print)

14803291 (Electronic)