☆ 4.4 Article

Intermolecular rhodium catalyzed hydroacylation of allenes: the regioselective synthesis of β,γ-unsaturated ketones

TETRAHEDRON (2009)

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Journal

TETRAHEDRON
Volume 65, Issue 26, Pages 5110-5117

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.03.054

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Categories

Chemistry, Organic

Funding

  1. EPSRC
  2. AstraZeneca
  3. Engineering and Physical Sciences Research Council [EP/C011082/1] Funding Source: researchfish
  4. EPSRC [EP/C011082/1] Funding Source: UKRI

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A variety of beta-S-substituted aldehydes undergo efficient and regioselective rhodium catalyzed hydroacylation reactions with 1,3-disubstituted and 1,1,3-trisubstituted allenes, to deliver beta,gamma-unsaturated ketone products. Regioselectivites are controlled primarily by steric factors. The reactions are catalyzed by the complex [Rh(dppe)]ClO4. (C) 2009 Elsevier Ltd. All rights reserved.

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