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.
Accessing chemical diversity by stereoselective gold-catalyzed manipulation of allylic and propargylic alcohols / Gianpiero Cera; Michel Chiarucci; and Marco Bandini. - In: PURE AND APPLIED CHEMISTRY. - ISSN 1365-3075. - ELETTRONICO. - 84:8(2012), pp. 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.
