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Straightforward Synthesis of Bridged Azaoxa Skeletons: Gold‐Catalyzed Aminoketalization of Garner’s Aldehyde‐Derived Alkynes
Author(s) -
Alcaide Benito,
Almendros Pedro,
Carrascosa Rocío
Publication year - 2011
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.201100139
Subject(s) - stereoselectivity , catalysis , aldehyde , chemistry , combinatorial chemistry , organic chemistry
Building bridges with gold : Bridged azaoxa skeletons have been efficiently prepared from easily accessible alkynyloxazolidine substrates under mild reaction conditions (see scheme; Boc= tert ‐butoxycarbonyl). The reactions were found to proceed with complete control of the regio‐ and stereoselectivity of the products in the presence of a combined gold/silver and acid catalyst system.