16. Synthesis of an Alkene with E + Z Double Bonds

Reducing an alkyne to either the E-alkene or the Z-alkene is easy. The challenge is when we need to reduce to triple bonds one to the E-alkene and the other one to the Z-alkene in the same molecule. Obviously, we cannot reduce one triple bond without touching the other one. So, we’ll have to assemble the parts of our molecule separately and then bring them back together.

Reactions that we’re going to use in this synthesis include:

  1. Partial reduction of alkynes
  2. Radical halogenation
  3. Alkynide ion reactions

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