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Synlett 1995; 1995(8): 841-842
DOI: 10.1055/s-1995-5082
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Asymmetric γ-Methylation of Allylic Grignard Reagents Using a Chiral Leaving Group

Akira Yanagisawa, Nobuyoshi Nomura, Yasuhiro Yamada, Hiroaki Hibino, Hisashi Yamamoto*
  • *School of Engineering, Nagoya University, Chikusa, Nagoya 464-01, Japan
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Publication Date:
31 December 2000 (online)

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The asymmetric γ-methylation of allylic Grignard reagents was achieved using a chiral leaving group. Optically active methyl 1,1’-binaphthyl-2,2’-diylphosphate reacted with various cinnamyl Grignard reagents to afford the corresponding γ-methylated products with up to 48% ee. Construction of a chiral quaternary carbon center was also accomplished by this method.

Asymmetric γ-methylation - Allylic Grignard reagent - Chiral leaving group - Optically active methyl 1,1’-binaphthyl-2,2’-diylphosphate