Transition Metal-Diene Complexes in Organic Synthesis, Part 24.9b Total Synthesis of the Naturally Occurring Free Radical Scavenger Carazostatin | Health & Environmental Research Online (HERO)

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HERO ID

8321133

Reference Type

Journal Article

Title

Transition Metal-Diene Complexes in Organic Synthesis, Part 24.9b Total Synthesis of the Naturally Occurring Free Radical Scavenger Carazostatin

Author(s)

Knölker, HJ; Hopfmann, T; ,

Year

1995

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Journal

Synlett
ISSN: 0936-5214
EISSN: 1437-2096

Volume

1995

Issue

Page Numbers

981-983

DOI

10.1055/s-1995-5121

URL

http://www.thieme-connect.de/DOI/DOI?10.1055/s-1995-5121
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Abstract

A consecutive iron-mediated C-C and C-N bond formation has been utilized for a short and high overall yield synthesis of the free radical scavenger carazostatin. The key steps are electrophilic aromatic substitution of an appropriately substituted arylamine by the iron-coordinated cyclohexadienylium cation, iron-mediated quinone imine cyclization, and demetalation to the 3-hydroxycarbazole. © 1995 Georg Thieme Verlag. All rights reserved.