TY - JOUR
T1 - Gold(I)-catalyzed cyclizations of 1,6-enynes: Alkoxycyclizations andexo/endo skeletal rearrangements
AU - Nieto-Oberhuber, Cristina
AU - Munoz-Herranz, Maria
AU - López, Salomé
AU - Jiménez-Núñez, Eloísa
AU - Nevado, Cristina
AU - Herrero-Gómez, Elena
AU - Raducan, Mihai
AU - Echavarren, Antonio M.
PY - 2006
Y1 - 2006
N2 - Gold(I) complexes are the most active catalysts for the biscyclopropanation of dienynes to form tetracyclic compounds. PtII and ZnII are also able to promote the biscyclopropanation, although less efficiently. The configurations obtained in all cases with the use of gold(I) catalysts can be explained by the pathway proceeding through anti cyclopropyl gold carbenes. Similar intermediates are most probably involved in reactions catalyzed by RuII and PtII. Two different cyclopropanation pathways have been found; they depend on the structures of the cyclopropyl gold carbenes (anti or syn) and the relative arrangements of the metal carbenes and the alkenes.
AB - Gold(I) complexes are the most active catalysts for the biscyclopropanation of dienynes to form tetracyclic compounds. PtII and ZnII are also able to promote the biscyclopropanation, although less efficiently. The configurations obtained in all cases with the use of gold(I) catalysts can be explained by the pathway proceeding through anti cyclopropyl gold carbenes. Similar intermediates are most probably involved in reactions catalyzed by RuII and PtII. Two different cyclopropanation pathways have been found; they depend on the structures of the cyclopropyl gold carbenes (anti or syn) and the relative arrangements of the metal carbenes and the alkenes.
U2 - 10.1002/chem.200501088
DO - 10.1002/chem.200501088
M3 - Article
VL - 12
SP - 1677
EP - 1693
JO - Chemistry-A European Journal
JF - Chemistry-A European Journal
SN - 0947-6539
IS - 6
ER -