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Michael addition of benzoylacetonitrile to chiral α‐cyanoacrylates derived from enantiomerically pure α‐hydroxyaldehydes: Synthesis of 3‐alkoxycarbonyl‐4‐alkyl‐2‐amino‐5‐cyano‐6‐phenyl‐4 H ‐pyrans
Author(s) -
Jiménez Blanca,
Martín Nazario,
MartínezGrau Angeles,
Seoane Carlos,
Marco José L.
Publication year - 1995
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570320446
Subject(s) - cyanoacrylates , chemistry , alkyl , yield (engineering) , organic chemistry , michael reaction , medicinal chemistry , polymer chemistry , stereochemistry , catalysis , materials science , adhesive , layer (electronics) , cyanoacrylate , metallurgy
We describe the Michael addition of benzoylacetonitrile to α‐cyanoacrylates 4a‐c and 5a obtained from readily available chiral α‐hydroxyaldehydes 1a‐c . The resulting polyfunctionalized 4‐alkyl‐2‐amino‐4 H ‐pyrans 6a‐c, 7a have been obtained in good yield and moderate diastereoselectivity.