Enantioselective SN2′ Allylic Alkylation Catalyzed by Chiral Diaminocarbene Complexes

doi:10.1055/s-2008-1072623

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Synfacts 2008(6): 0619-0619
DOI: 10.1055/s-2008-1072623

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Enantioselective S_N2′ Allylic Alkylation Catalyzed by Chiral Diaminocarbene Complexes

Contributor(s): Hisashi Yamamoto, Pingfan Li
H. Seo, D. Hirsch-Weil, K. A. Abboud, S. Hong*
University of Florida, Gainesville, USA

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Publikationsdatum:
21. Mai 2008 (online)

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Significance

Novel biisoquinoline-based chiral diaminocarbene ligands are efficiently synthesized from several chiral amines. Application of such ligands for the copper-catalyzed asymmetric S_N2′ allylic alkylation reactions with Grignard reagents affords good to modest regioselectivities and enantioselectivities.