This work was supported partly by a Grant-in-Aid for Scientific Research (No. 20675002) from MEXT (Japan). We are grateful to Takasago International Corporation for the gift of H8-binap and segphos, and Umicore for generous support in supplying a rhodium complex.
Rhodium-Catalyzed Intermolecular [2+2+2] Cross-Trimerization of Aryl Ethynyl Ethers and Carbonyl Compounds To Produce Dienyl Esters†
Article first published online: 21 SEP 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 46, pages 10922–10926, November 11, 2011
How to Cite
Miyauchi, Y., Kobayashi, M. and Tanaka, K. (2011), Rhodium-Catalyzed Intermolecular [2+2+2] Cross-Trimerization of Aryl Ethynyl Ethers and Carbonyl Compounds To Produce Dienyl Esters. Angew. Chem. Int. Ed., 50: 10922–10926. doi: 10.1002/anie.201105519
- Issue published online: 9 NOV 2011
- Article first published online: 21 SEP 2011
- Manuscript Received: 4 AUG 2011
- MEXT (Japan)
- carbonyl compounds;
- dienyl esters;
- homogeneous catalysis;
Positive thinking: A cationic rhodium(I)/H8-binap complex catalyzes the chemo-, regio-, and stereoselective completely intermolecular [2+2+2] cross-trimerization of two aryl ethynyl ethers with both electron-deficient and electron-rich carbonyl compounds (see scheme; cod=1,5-cyclooctadiene). This reaction proceeded at room temperature to give aryloxy-substituted dienyl esters in good yields.