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Synlett 1991; 1991(11): 793-794
DOI: 10.1055/s-1991-20878
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Asymmetric Claisen Rearrangement of cis-Allylic Vinyl Ethers with Chiral Organoaluminum Reagent

Keiji Maruoka* , Hisashi Yamamoto
  • *Department of Applied Chemistry, Nagoya University, Chikusa, Nagoya 464-01, Japan
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Publication Date:
07 March 2002 (online)

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The asymmetric Claisen rearrangement of cis-allylic α-(trimethylsilyl)vinyl ethers with chiral organoaluminum reagent (R)-1 (methylaluminum (R)-(+)-3,3′-bis(triphenylsilyl-1, 1′-binaphthalene-2,2′-diolate) produces optically active acylsilanes [3-substituted 1-trimethylsilyl)- 4-penten-1-ones) with the same absolute configuration as those from trans-allylic α-(trimethylsilyl)vinyl ethers.