Tetrahedron Letters, volume 25, issue 8, pages 803-806

A vicarious aromatic substitution approach to aklavinone from chrysazin

Raymond A Murphy ¹

Michael P. Cava ¹

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Department of Chemistry , University of Pennsylvania , Philadelphia , PA , 19104 , U.S.A. |

Publication type: Journal Article

Publication date: 1984-01-01

Elsevier

Journal: Tetrahedron Letters

scimago Q3

wos Q3

SJR: 0.323

CiteScore: 3.5

Impact factor: 1.5

ISSN: 00404039, 18733581

DOI: 10.1016/s0040-4039(01)80031-9

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Organic Chemistry

Drug Discovery

Biochemistry

Abstract

The cheap, available dye-intermediate 1,8-dihydroxyanthraquinone (2) is converted efficiently to a useful aklavinone precursor (3). A Mitsunobu alkylation-Claisen rearrangement sequence and an unprecedented vicarious aromatic substitution on an anthraquinone are employed as key steps.

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Publisher

Elsevier

Journal

Tetrahedron Letters

scimago Q3

wos Q3

SJR

0.323

CiteScore

3.5

Impact factor

1.5

ISSN

00404039 (Print)

18733581 (Electronic)

A vicarious aromatic substitution approach to aklavinone from chrysazin

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