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Highly Diastereoselective Gold‐ or Copper‐Catalyzed Formal [4+3] Cycloaddition of 1‐(1‐Alkynyl) Cyclopropyl Ketones and Nitrones
Author(s) -
Bai Yu,
Fang Jie,
Ren Jun,
Wang Zhongwen
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.200901133
Subject(s) - cycloisomerization , cycloaddition , domino , furan , chemistry , combinatorial chemistry , bicyclic molecule , catalysis , stereochemistry , organic chemistry
Domino day : A highly diastereoselective Cu‐ or Au‐catalyzed tandem cycloisomerization/formal [4+3] cycloaddition of 1‐(1‐alkynyl) cyclopropyl ketones and nitrones has been developed (see scheme) along with an efficient one‐pot, three‐component version of this reaction. This methodology provides a route to a new type of 5/7‐bicyclic heterocycle: a furan‐fused oxazepine.