4.8 Article

Double Chiral Induction Enables a Stereoselective Carbonyl Allylation with Simple Alkenes under the Sequential Catalysis of Palladium Complex and Chiral Phosphoric Acid

Journal

ORGANIC LETTERS
Volume 19, Issue 1, Pages 102-105

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03378

Keywords

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Funding

  1. MOST (973 project) [2015CB856600]
  2. NSFC [21502183]
  3. Chinese Academy of Science [XDB20020000]
  4. Fundamental Research Funds for the Central Universities [WK2060190041]

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An enantioselective carbohyl allylation of aldehydes with simple alkenes has been achieved via a one-pot protocol. consisting of a Pd-catalyzed allyic C-H borylation with. bis(pinanediolato)diboron and a chiral Bronsted acid catalyzed asymmetric allylborylation, delivering homoallylic alcohols in High yield's and with excellent diastereo- and enantioseledivities. The double chiral induction of chiral allylic borate and chiral phosphoric acid allows the reaction to give excellent. stereoselectivities.

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