Cyclopentadienylcobalt-Mediated
Intermolecular Cycloaddition of α,ω-Diynes
to (Cyclo)alkenes: Synthesis of Linearly Fused Oligocycles and Extension
to Enantiomerically Pure (6aR,10aR)-Dihydroanthracyclinones

Corinne Aubert; Vincent Gandon; Sangdon Han; Barry M. Johnson; Max Malacria; Sten Schömenauer; K. Peter C. Vollhardt; Glenn D. Whitener

doi:10.1055/s-0029-1220007

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Synthesis 2010(13): 2179-2200
DOI: 10.1055/s-0029-1220007

PAPER

Cyclopentadienylcobalt-Mediated Intermolecular Cycloaddition of α,ω-Diynes to (Cyclo)alkenes: Synthesis of Linearly Fused Oligocycles and Extension to Enantiomerically Pure (6aR,10aR)-Dihydroanthracyclinones

Corinne Aubert^a, Vincent Gandon^b, Sangdon Han^c, Barry M. Johnson^c, Max Malacria^a, Sten Schömenauer^c, K. Peter C. Vollhardt*^c, Glenn D. Whitener^c
^a UPMC Université Paris 06, Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), 4 place Jussieu, C. 229, 75005 Paris, France
^b Université Paris-Sud, UMR CNRS 8182, 91405 Orsay, France
^c Department of Chemistry, University of California at Berkeley, Berkeley, California 94720-1460, USA
Fax: +1(510)6435208; e-Mail: kpcv@berkeley.edu;

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Publikationsverlauf

Received 26 March 2010
Publikationsdatum:
18. Mai 2010 (online)

Abstract
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Abstract

The generality of the [CpCoL₂]-mediated [2+2+2] cycloaddition of α,ω-diynes to (cyclo)alkenes has been extended to include linear oligocycles as models for the one-step, A + D → ABCD construction of optically pure, novel 6,10-dihydroanthracyclinones.

Key words

alkenes - alkynes - cycloadditions - polycycles - transition metals

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