4.4 Article

Concise total synthesis of honokiol via Kumada cross coupling

Journal

TETRAHEDRON LETTERS
Volume 55, Issue 31, Pages 4295-4297

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.04.084

Keywords

Honokiol; Kumada coupling; Tetrakis(triphenylphosphine)palladium; Demethylation

Funding

  1. CSIR-New Delhi
  2. 12th FYP DENOVA [CSCO205]

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A concise four-step efficient synthesis of honokiol 1 in 68% overall yield is described here. The present method involves tetrakis(triphenylphosphine)palladium [Pd(Ph-3)(4)] catalyzed Kumada coupling in two key steps. First coupling generates biaryl backbone intermediate 5 and second generates 2,4'-O-dimethylhonokiol 3. Final demethylation under AlCl3/DMS condition affords honokiol in quantitative yield. (C) 2014 Elsevier Ltd. All rights reserved.

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