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Highly Efficient Access to Bi‐ and Tricyclic Ketals through Gold‐Catalyzed Tandem Reactions of 4‐Acyl‐1,6‐diynes
Author(s) -
Meng Jia,
Zhao YuLong,
Ren ChuanQing,
Li You,
Li Zhu,
Liu Qun
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200802304
Subject(s) - tricyclic , tandem , chemistry , catalysis , combinatorial chemistry , domino , bicyclic molecule , cascade reaction , atom (system on chip) , stereochemistry , organic chemistry , materials science , computer science , composite material , embedded system
Single step : Fused bicyclic and bridged tricyclic ketals were synthesized in a single step from the reactions of easily available 4‐acyl‐1,6‐diynes with H 2 O and alkanols (see scheme). The highly efficient AuCl 3 ‐catalyzed multicomponent domino reactions, involving five C O bond formations, can proceed in a highly regio‐ and diastereoselective manner at room temperature under air and lead to structures of high molecular complexity from simple starting materials in an atom economic way.