A "build/couple/pair" pathway for the systematic synthesis of structurally diverse small molecules is presented. The Petasis 3-component reaction was used to synthesize anti-amino alcohols displaying pairwise reactive combinations of alkene moieties. Upon treatment with a ruthenium alkylidene-catalyst, these dienes selectively underwent ring-closing metathesis reactions to form 5- and 7-membered heterocycles and cyclic aminals via a tandem isomerization/N-alkyliminium cyclization sequence. © 2012 American Chemical Society.
CITATION STYLE
Ascic, E., Le Quement, S. T., Ishoey, M., Daugaard, M., & Nielsen, T. E. (2012). Build/couple/pair strategy combining the Petasis 3-component reaction with Ru-catalyzed ring-closing metathesis and isomerization. ACS Combinatorial Science, 14(4), 253–257. https://doi.org/10.1021/co300001e
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