Intramolecular oxidative carboalkoxylation

Similar to the corresponding aminoalkenes, olefins bearing an OH group in the y- or 5-position undergo a gold-catalyzed intramolecular oxidative carboalkoxylation to afford tetrahydrofurans or tetrahydropyrans in the presence of arylboronic acids and Selectfluor (Scheme 4-113). ... 

Oxidative Cyclization and Ring Contraction. An intramolecular cychzation/carboalkoxylation reaction takes place when 2-(penten-l-yl)-indole is treated with Pd2(dba)3 and a stoichiometric amount of copper (II) chloride in methanol under CO (1 atm). The polycyclic indole derivative was obtained in 68% yield, along with the minor C(3)-chlorinated by-product. A het-erobimetaUic Pd/Cu complex was proposed as the active catalyst in this transformation (eq 47). ... 

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See also in sourсe #XX -- [ ]

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