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Gold‐Catalyzed Cyclization–Cycloaddition Cascade Reactions of Allenyl Acetals with Nitrones
Author(s) -
Vasu Dhananjayan,
Liu RaiShung
Publication year - 2012
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.201201777
Subject(s) - cycloaddition , diastereomer , catalysis , chemistry , salt (chemistry) , hydrolysis , cascade , organic chemistry , cycloisomerization , combinatorial chemistry , medicinal chemistry , chromatography
Gold and silver : When allenyl acetals and nitrones are treated with a catalytic amount of a gold complex and a silver salt they react through a cyclization—cycloaddition cascade reaction to give a mixture of diastereomeric tricyclic products. The mixture converges to a single product upon acid hydrolysis (see scheme). The key intermediate is postulated to be a 1‐methoxyfulvene species.