4.8 Article

Stereoselective Synthesis of Dienes from N-Allylhydrazones

Journal

ORGANIC LETTERS
Volume 11, Issue 2, Pages 465-468

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol802585r

Keywords

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Funding

  1. ACS Petroleum Research Fund [46778-G1]
  2. Northwestern University
  3. NU Integrated Molecular Structure and Education Research Center [DMR0114235, CHE9871268]

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A new method for the stereoselective synthesis of dienes from aldehydes and N-allylhydrazine derivatives has been developed. High levels of (E)-stereoselectivity are obtained for a variety of substrates. Addition of a dienophile to the reaction mixture allows a one-flask diene synthesis-cycloaddition sequence.

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