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A Marriage of Convenience: Combining the Power of Isocyanide‐Based Multicomponent Reactions with the Versatility of (Hetero)norbornene Chemistry
Author(s) -
Basso Andrea,
Banfi Luca,
Riva Renata
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901438
Subject(s) - chemistry , norbornene , norbornane , isocyanide , combinatorial chemistry , ugi reaction , moiety , stereochemistry , organic chemistry , polymer , monomer
Isocyanide‐based multicomponent reactions (I‐MCRs) represent a milestone in combinatorial chemistry. Recently, efforts have been made to include I‐MCRs in tandem or sequential pathways to synthesise more complex molecules, and the bicyclo[2.2.1]heptene (norbornene) moiety has been demonstrated to be a very versatile scaffold when employed to broaden the scope of the multicomponent approach, making it perfectly suited for diversity‐oriented synthesis. In addition to this, the (hetero)norbornane/norbornene scaffold has been shown to influence the stereocontrol of the multicomponent condensation strongly, in some instances making this synthetic approach completely stereoselective. Finally, because of their intrinsic complexity, the resulting molecular entities can find many applications, from biology to polymer science. This review summarises the results obtained in this emerging field.