4.5 Article

Diastereoselective Pd-Catalyzed Domino Heck/Arylborylation Sequence Forming Borylated Chromans

Journal

SYNTHESIS-STUTTGART
Volume 48, Issue 10, Pages 1483-1490

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1561567

Keywords

palladium; Heck reaction; alkylboronate; diastereoselective; chroman; benzopyran

Funding

  1. Natural Sciences and Engineering Research Council of Canada (NSERC)
  2. University of Toronto
  3. Alphora Research Inc.

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A diastereoselective palladium-catalyzed domino Heck/arylborylation of aryl iodides yielding an alkylboronate containing a chroman is reported. The generated alkylpalladium(II) intermediate is intercepted with bis(pinacolato)diboron (B(2)pin(2)) in good yield as a single diastereomer.

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