Phosphine‐Free Palladium‐Catalyzed Allene Carbopalladation/Allylic Alkylation Domino Sequence: A New Route to 4‐(α‐Styryl) γ‐Lactams
2009; Wiley; Volume: 15; Issue: 17 Linguagem: Inglês
10.1002/chem.200900184
ISSN1521-3765
AutoresClaire Kammerer, Guillaume Prestat, David Madec, Giovanni Poli,
Tópico(s)Carbohydrate Chemistry and Synthesis
ResumoFree to decide: Various 4-(alpha-styryl) gamma-lactams are synthesized in 61-88% yield by a phosphine-free palladium-catalyzed carbopalladation/allylic alkylation domino sequence (see scheme). The cyclization is totally regio- and diastereoselective in favor of the 3,4-trans-disubstituted gamma-lactam. The process is successfully applied to the synthesis of a new aza analogue of the naturally occurring lignan (+)-oxo-parabenzlactone.
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