4.8 Article

Diastereoselective Construction of Functionalized Homoallylic Alcohols by Ni-Catalyzed Diboron-Promoted Coupling of Dienes and Aldehydes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 48, Pages 16140-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja806113v

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Funding

  1. NIGMS [GM-59417]
  2. Merck
  3. NSF [DBI-0619576]

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The nickel-catalyzed reaction of carbonyls and dienes was accomplished in a regio- and stereoselective fashion employing a stoichiometric amount of bis(pinacolato)diboron. This reductive Coupling furnishes an allyl boronic ester as the reaction product, a Compound which was readily converted to the derived allylic alcohol by oxidative workup.

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