Publication Date:
2006
Short description:
Alkoxy- and hydroxycyclization of enynes
catalyzed by Pd(II) and Pt(II) catalysts / Michelet, Véronique; Charruault, Lise; Genêt, Jean-Pierre; Gladiali, Serafino Gabriele. - 78:2(2006), pp. 397-407. [10.1351/pac200678020397]
abstract:
The development of a novel reaction ideal in terms of atom economy was achieved.
The scope of the reaction was evaluated in the presence of Pd and Pt catalysts. The first
enantioselective Pt-promoted enyne carboalkoxycyclization was developed in up to 85 %
stereoselectivity. This ideal atom-economical reaction afforded the corresponding functionalized
five-membered carbo- and heterocycles in good to excellent yields. The use of silver
salts combined with (R)-Ph-BINEPINE, a monophosphane atropisomeric ligand, was found
to be the best-suited combination for moderate to high enantioselectivities on carbonated and
nitrogenated substrates.
The scope of the reaction was evaluated in the presence of Pd and Pt catalysts. The first
enantioselective Pt-promoted enyne carboalkoxycyclization was developed in up to 85 %
stereoselectivity. This ideal atom-economical reaction afforded the corresponding functionalized
five-membered carbo- and heterocycles in good to excellent yields. The use of silver
salts combined with (R)-Ph-BINEPINE, a monophosphane atropisomeric ligand, was found
to be the best-suited combination for moderate to high enantioselectivities on carbonated and
nitrogenated substrates.
Iris type:
1.1 Articolo in rivista
Keywords:
Asymmetric catalysis; atom economy; cycloisomerization; palladium; platinum
List of contributors: