Enantioselective Three-Component Assembly of β′-Aryl Enones Using a Rhodium-Catalyzed Alkyne Hydroacylation/Aryl Boronic Acid Conjugate Addition Sequence | Zendy

Ming Gao | Zendy; Michael C. Willis | Zendy

Open Access

Enantioselective Three-Component Assembly of β′-Aryl Enones Using a Rhodium-Catalyzed Alkyne Hydroacylation/Aryl Boronic Acid Conjugate Addition Sequence

Author(s) -

Ming Gao,

Michael C. Willis

Publication year - 2017

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.7b01087

Subject(s) - alkyne , hydroacylation , aryl , enantioselective synthesis , chemistry , rhodium , boronic acid , organic chemistry , combinatorial chemistry , alkyl , catalysis

Rhodium-catalyzed alkyne hydroacylation using alkyl β-S-aldehydes, enantioselective rhodium-catalyzed aryl boronic acid conjugate addition, and sulfide elimination are combined in sequence to provide β'-aryl enones. The reaction sequence is efficient and delivers highly functionalized products with excellent levels of enantiocontrol. Good variation of the three reaction components is demonstrated. The sequence corresponds to the formal regio- and enantioselective monoconjugate addition of aryl boronic acids to dienones.

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