Clay catalyzed rearrangement of substituted allyl phenyl ethers: Synthesis of ortho-allyl phenols, chromans and coumarans

✍ Scribed by William G. Dauben; Jeffrey M. Cogen; Victor Behar

• Publisher: Elsevier Science
• Year: 1990
• Tongue: French
• Weight: 222 KB
• Volume: 31
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)89033-4

✦ Synopsis

Monunorillonite clays catalyze the rearrangement of substituted ally1 phenyl ethers to provide onho-ally1 phenols, chromans and coumaran s under mild conditions.

The [3,33 sigmatropic shift (Claisen rearrangement) of ally1 aryl ethers provides convenient access to ortho-ally1 phenols, precursors to a variety of natural products, including chromans and coumarans. The