PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
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 Auberta , Vincent Gandonb , Sangdon Hanc , Barry M. Johnsonc , Max Malacriaa , Sten Schömenauerc , K. Peter C. Vollhardt*c , Glenn D. Whitenerc
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, Francec Department of Chemistry, University of California at Berkeley, Berkeley,
California 94720-1460, USAkpcv@berkeley.edu ;
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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