Highly stereoselective and general synthesis of (z)-3-methyl-2-alken-1-ols via palladium-catalyzed cross coupling of (z)-3-iodo-2-buten-1-ol with organozincs and other organometals

Add time:08/04/2019    Source:sciencedirect.com

The reaction of Zn-protected (Z)-3-iodo-2-buten-1-ol with organozincs in the presence of 1–5 mol% of a Pd complex, e.g., Pd(PPh3)4 or Cl2Pd(PPh3)2 and n-BuLi (2 equiv), in DMF provides a highly stereoselective (> -96%), general, and high-yielding procedure for preparing (Z)-3-methyl-2-alken-1-ols, while the use of organometals containing B and Sn along with a Pd catalyst or organocoppers alone gives the desired products in moderate to good yields.

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