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Synfacts 2006(3): 0255-0255
DOI: 10.1055/s-2006-931947
DOI: 10.1055/s-2006-931947
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Enantioselective Alkylative Ring Opening of Heterobicyclic Alkenes via Fesulphos Ligands
S. Cabrera, R. Gómez Arrayás, I. Alonso, J. C. Carretero*
Universidad Autónoma de Madrid, Spain
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
21. Februar 2006 (online)

Significance
The enantioselective ring opening of meso heterobicyclic alkenes is a useful reaction which can give fast access to chiral, heteroatom-containing products. Although the enantioselective alkylative ring opening of heterobicyclic alkenes is known, development of new ligands can allow problematic cases to be improved. The family of Fesulphos ligands were found to be highly effective in the addition of dialkylzinc reagents to a variety of oxa- and azabicyclic alkenes. Yields are generally good, and enantiomeric excesses generally approach or exceed known cases.