Diastereoselective Zinc-Mediated Barbier-Type Allylation and Propargylation of 3-Formylcephalosporins

Diastereoselective Zinc-Mediated Barbier-Type Allylation and Propargylation of 3-Formylcephalosporins

We describe the allylation and propargylation of 3‐formylcephalosporins under zinc‐mediated, aqueous Barbier conditions, from which the corresponding homoallylic alcohols are produced in good yields and with good‐to‐excellent diastereoselectivity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinh...

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Veröffentlicht in:European journal of organic chemistry 2003-05, Vol.2003 (9), p.1749-1758
Hauptverfasser: Keltjens, Rolf, Vadivel, Subramanian K., Gelder, René de, Klunder, Antonius J. H., Zwanenburg, Binne
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes
Allylations
Antibiotics
Diastereoselectivity
Lactams
Zinc
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Zusammenfassung:We describe the allylation and propargylation of 3‐formylcephalosporins under zinc‐mediated, aqueous Barbier conditions, from which the corresponding homoallylic alcohols are produced in good yields and with good‐to‐excellent diastereoselectivity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200210503