Development of a Modified System to Provide Improved Diastereocontrol in the Linear-Selective Cu-Catalyzed Reductive Coupling of Ketones and Allenamides | Zendy

Dang Binh Ho | Zendy; Samantha L. Gargaro | Zendy; Raphael K. Klake | Zendy; Joshua D. Sieber | Zendy

Open Access

Development of a Modified System to Provide Improved Diastereocontrol in the Linear-Selective Cu-Catalyzed Reductive Coupling of Ketones and Allenamides

Author(s) -

Dang Binh Ho,

Samantha L. Gargaro,

Raphael K. Klake,

Joshua D. Sieber

Publication year - 2021

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.1c02062

Subject(s) - catalysis , coupling (piping) , combinatorial chemistry , organic chemistry , chemistry , materials science , metallurgy

Chiral γ-lactones are prevalent organic architectures found in a large array of natural products. In this work, we disclose the development of a modified catalytic system utilizing a commercially available Cu-phosphite catalyst for the diastereoselective reductive coupling of chiral allenamides and ketones to afford chiral γ-lactone precursors in 80:20 to 99:1 dr.

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