The combined use of asymmetric Au(I) catalysis with allylic as well as propargylic alcohols proved to be a competent synthetic tool, toward the realization of complex molecular organic architectures in a stereochemically defined manner. In particular, allylic alcohols have been utilized as alkylating agents in the synthesis of tetrahydrocarbazoles/carbolines and morpholines by means of new C–C and C–X bond-forming processes. Analogously, the direct activation of indole-propargylic alcohols with cationic Au complexes opened a direct access to tetracyclic fused indolines in a highly stereoselective manner.
Gianpiero Cera, Michel Chiarucci, and Marco Bandini (2012). Accessing chemical diversity by stereoselective gold-catalyzed manipulation of allylic and propargylic alcohols. PURE AND APPLIED CHEMISTRY, 84(8), 1673-1684 [10.1351/PAC-CON-11-09-05].
Accessing chemical diversity by stereoselective gold-catalyzed manipulation of allylic and propargylic alcohols
CERA, GIANPIERO;CHIARUCCI, MICHEL;Marco Bandini
2012
Abstract
The combined use of asymmetric Au(I) catalysis with allylic as well as propargylic alcohols proved to be a competent synthetic tool, toward the realization of complex molecular organic architectures in a stereochemically defined manner. In particular, allylic alcohols have been utilized as alkylating agents in the synthesis of tetrahydrocarbazoles/carbolines and morpholines by means of new C–C and C–X bond-forming processes. Analogously, the direct activation of indole-propargylic alcohols with cationic Au complexes opened a direct access to tetracyclic fused indolines in a highly stereoselective manner.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
