Gold‐Catalyzed  endo ‐Cyclizations of 1,4‐Diynes to Seven‐Membered Ring Heterocycles | Zendy

Wilckens Kristina | Zendy; Uhlemann Marcus | Zendy; Czekelius Constantin | Zendy

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Gold‐Catalyzed endo ‐Cyclizations of 1,4‐Diynes to Seven‐Membered Ring Heterocycles

Author(s) -

Wilckens Kristina,

Uhlemann Marcus,

Czekelius Constantin

Publication year - 2009

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.200901702

Subject(s) - cycloisomerization , ring (chemistry) , scheme (mathematics) , catalysis , chemistry , combinatorial chemistry , stereochemistry , computer science , information retrieval , organic chemistry , mathematics , mathematical analysis

endo ‐Rule for gold : A highly endo ‐selective gold‐catalyzed cycloisomerization of 1,4‐diynes was developed. By employing electron‐rich phosphines and N‐heterocyclic carbenes as ligands, a number of 1,4‐diynes could be cyclized in a desymmetrizing fashion to form dihydrodioxepines and enantiomerically enriched tetrahydrooxazepines (see scheme).

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