Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen’s Amine | Zendy

Faben A. Cruz | Zendy; Vy M. Dong | Zendy

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Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen’s Amine

Author(s) -

Faben A. Cruz,

Vy M. Dong

Publication year - 2017

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/jacs.6b10680

Subject(s) - stereocenter , chemistry , regioselectivity , vicinal , enantioselective synthesis , amine gas treating , quaternary carbon , catalysis , combinatorial chemistry , stereoisomerism , organocatalysis , stereochemistry , organic chemistry

We report an enantioselective coupling between α-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carbon stereocenters. The choice of Rh and organocatalyst combination allows for access to all possible stereoisomers with high enantio-, diastereo-, and regioselectivity. Our study highlights the power of catalysis to activate two common functional groups and provide access to divergent stereoisomers and constitutional structures.

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