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Direct Vinylogous Mannich-Type Reactions via Ring Opening and Rearrangement of Vinyloxiranes

Organic Letters, ISSN: 1523-7060, Vol: 6, Issue: 3, Page: 345-347
2004
  • 36
    Citations
  • 0
    Usage
  • 21
    Captures
  • 0
    Mentions
  • 0
    Social Media
Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    36
    • Citation Indexes
      36
  • Captures
    21

Article Description

(Matrix presented) The first synthetic application of 2-methyl-2- vinyloxirane as a masked dienolate has been successfully demonstrated in the direct vinylogous Mannich-type reaction with an α-imino ester as an electrophile. The Mannich adduct was a useful intermediate en route to cis-5-substituted pipecolinic acid ethyl ester under simple hydrogenation conditions.

Bibliographic Details

Lautens, Mark; Tayama, Eiji; Nguyen, Duy

American Chemical Society (ACS)

Biochemistry, Genetics and Molecular Biology; Chemistry

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