Asymmetric Synthesis of Dihydropyranones from Ynones by Sequential Copper(I)‐Catalyzed Direct Aldol and Silver(I)‐Catalyzed Oxy‐Michael Reactions | Zendy

Shi ShiLiang | Zendy; Kanai Motomu | Zendy; Shibasaki Masakatsu | Zendy

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Asymmetric Synthesis of Dihydropyranones from Ynones by Sequential Copper(I)‐Catalyzed Direct Aldol and Silver(I)‐Catalyzed Oxy‐Michael Reactions

Author(s) -

Shi ShiLiang,

Kanai Motomu,

Shibasaki Masakatsu

Publication year - 2012

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201109209

Subject(s) - aldol reaction , chemoselectivity , michael reaction , catalysis , chemistry , copper , organic chemistry , combinatorial chemistry

Ynones as diene surrogates : The asymmetric synthesis of enantiomerically enriched substituted dihydropyranones is described. The products are obtained in two steps by a copper(I)‐catalyzed direct aldol reaction of ynones followed by a silver‐catalyzed oxy‐Michael reaction. This easy method is compatible with both aromatic and aliphatic substrates, and provides excellent chemoselectivity under mild reaction conditions.

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