Tetrahedron

Highly regioselective [3, 3] rearrangement of aliphatic allyl vinyl ethers catalyzed by a metalloporphyrin complex, Cr (TPP) Cl

T Takanami, M Hayashi, K Iso, H Nakamoto, K Suda

文献索引：Takanami, Toshikatsu; Hayashi, Mikiko; Iso, Kazuhiro; Nakamoto, Hirose; Suda, Kohji Tetrahedron, 2006 , vol. 62, # 40 p. 9467 - 9474

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被引用次数: 34

摘要

The Claisen rearrangement of simple aliphatic allyl vinyl ethers catalyzed by a metalloporphyrin, Cr (TPP) Cl, is described. The porphyrin-based Lewis acid catalyst can effectively accelerate the rearrangement via a concerted [3, 3] pathway with a minimal degree of bond ionization of the substrates, providing the corresponding Claisen products in moderate to high yields and almost perfect regioselectivity at low catalyst loading.