Unusual Ligand Directed Regioselectivity in the Iron Catalyzed Cross Coupling of Allylic Ethers to 2-Substituted 1,3-Dienes

C4 of 1 is always preferentially attacked in (L)Fe0‐catalyzed reactions with 2. Whether the product of 1,2 addition, 3, or that of 1,4 addition, 4, predominates depends strongly on L, as does the relative proportion of the products formed by attack on C1; e.g., for R  CH2Ph and L  2,2′‐bipyridine,...

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Veröffentlicht in:Angewandte Chemie International Edition 1987-10, Vol.26 (10), p.1013-1015
Hauptverfasser: Takacs, James M., Anderson, Lawrence G., Madhavan, G. V. Bindu, Seely, Franklin L.
Format: Artikel
Sprache:eng
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Zusammenfassung:C4 of 1 is always preferentially attacked in (L)Fe0‐catalyzed reactions with 2. Whether the product of 1,2 addition, 3, or that of 1,4 addition, 4, predominates depends strongly on L, as does the relative proportion of the products formed by attack on C1; e.g., for R  CH2Ph and L  2,2′‐bipyridine, 3:4 = 73:27 (89% of the total yield); for R  CH2Ph and L  2,2′‐biquinoline, 3:4 = 6:94 (64%). R  CH2Ph, CH2C6H11, tetrahydropyranyl.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.198710131