Intramolecular Heck reactions for the synthesis of the novel antibiotic mensacarcin: Investigation of catalytic, electronic and conjugative effects in the preparation of the hexahydroanthracene core | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

8553916

Reference Type

Journal Article

Title

Intramolecular Heck reactions for the synthesis of the novel antibiotic mensacarcin: Investigation of catalytic, electronic and conjugative effects in the preparation of the hexahydroanthracene core

Author(s)

Tietze, LF; Stewart, SG; Polomska, ME

Year

2005

Is Peer Reviewed?

Yes

Journal

European Journal of Organic Chemistry
ISSN: 1434-193X
EISSN: 1099-0690

Issue

Page Numbers

1752-1759

Language

English

DOI

10.1002/ejoc.200400786

Abstract

The intramolecular Heck reaction of the three complex diphenyl substrates rac-2, 5 and rac-6, containing substituents with different electronic and conjugative properties, were examined. The Pd compounds [Pd 2(dba) 3]/[(tBu) 3PH]BF 4, [Pd 2(OAc) 2{P(o-Tol) 3} 2] (4), [PdCl 2(PPh 3) 2] and Pd(OAc) 2 were used as catalysts. Â© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Keywords

Anthracenes; Antibiotics; Aromatic substitution; Heck reaction; Palladium