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Diverted Domino Reactivity in Tertiary Skipped Diynes: A Convenient Access to Polyfunctionalized Cyclohexadienones and Multivalent Aromatic Scaffolds
Author(s) -
Tejedor David,
LópezTosco Sara,
GonzálezPlatas Javier,
GarcíaTellado Fernando
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.201101676
Subject(s) - domino , domino effect , reactivity (psychology) , manifold (fluid mechanics) , chemistry , computer science , scheme (mathematics) , world wide web , information retrieval , combinatorial chemistry , organic chemistry , engineering , political science , medicine , mathematics , law , mechanical engineering , mathematical analysis , alternative medicine , pathology , catalysis
Diverting is the game! A new domino manifold has been implemented for the synthesis of cyclohexadienone‐based scaffolds from tertiary skipped diynes and secondary amines. The manifold takes advantage of a new O‐enolate‐driven reactivity pattern discovered for these diynes. The scaffolds are conveniently transformed into the corresponding multivalent salicylate derivatives (see scheme).