On the stereoselectivity of heteroatom directed photoarylation

✍ Scribed by Arthur G. Schultz; James J. Napier

• Book ID: 104221978
• Publisher: Elsevier Science
• Year: 1982
• Tongue: French
• Weight: 216 KB
• Volume: 23
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)88710-9

✦ Synopsis

Photocyclizations

of 4-allyl-3-methyl-2-aryloxy-2-cyclohexen-l-ones occur by steric approach control to give benzodihydrofurans with the 4-ally1 substituent trans to the aryl group. Photocyclization of 2-aryloxy-and 2-thioaryloxyenones has been demonstrated to occur by conrotatory electrocyclization to give an ylide, from which suprafacial 1,4-hydrogen migration gives a trans-fused dihydrofuran, while ylide-solvent proton transfer gives a cis-fused dihydrofuran.l -