Gold-Catalyzed 1,3-Transposition of Ynones | Zendy

Roohollah Kazem Shiroodi | Zendy; Mohammad Soltani | Zendy; Vladimir Gevorgyan | Zendy

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Gold-Catalyzed 1,3-Transposition of Ynones

Author(s) -

Roohollah Kazem Shiroodi,

Mohammad Soltani,

Vladimir Gevorgyan

Publication year - 2014

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/ja504892c

Subject(s) - chemistry , regioselectivity , alkyne , conjugated system , transposition (logic) , catalysis , combinatorial chemistry , organic chemistry , stereochemistry , linguistics , philosophy , polymer

An efficient, regioselective gold-catalyzed 1,3-transposition reaction of ynones and diynones has been developed. It was found that stereoelectronic (interrupted conjugation) and electronic (extended conjugation) factors could efficiently govern the regioselectivity of this thermodynamically controlled transformation. The produced conjugated diynones were efficiently transformed into diverse alkyne-substituted five- and six-membered heterocycles.

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