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Stoichiometric carbon-carbon bond forming reaction of 1,3-diene with 1,2-diene in a ruthenium(0) complex

Organometallics, ISSN: 0276-7333, Vol: 31, Issue: 13, Page: 4639-4642
2012
  • 13
    Citations
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  • 5
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Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    13
    • Citation Indexes
      13
  • Captures
    5

Article Description

A stoichiometric reaction of Ru(η -cisoid-2,3-dimethyl-1,3- butadiene)(η -1,5-COD)(NCMe) (1a) with ethyl 2,3-butadienoate produces rac-prone,supine-(1S,2R,4S,5R)-1-anti-4-anti-Ru(η : η -1-ethoxycarbonyl-2-methylidene-4,5-dimethylhex-4-ene-1,6-diyl) (η -1,5-COD) (2aa) in 90% yield and in 52% isolated yield. The stereochemistry of this and the related products shows prior coordination of the 1,2-diene followed by the nucleophilic attack of the coordinated 1,3-diene, where the Ru(0) complex distinguishes two different orthogonal π planes and the prostereogenic face, depending on the steric congestion, regardless of their electronic properties. © 2012 American Chemical Society.

Bibliographic Details

Masafumi Hirano; Takuya Okamoto; Nobuyuki Komine; Sanshiro Komiya

American Chemical Society (ACS)

Chemistry

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