Journal
ACS CATALYSIS
Volume 12, Issue 1, Pages 193-199Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.1c05080
Keywords
chiral carboxylic amide; P-stereogenic compound; asymmetric C-H activation; iridium; phosphine oxide
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Funding
- NSFC [21871168, 22071139]
- Yangzhou University International Academic Exchange Fund
- Priority Academic Program Development of Jiangsu Higher Education Institutions
- Top-notch Academic Programs Project of Jiangsu Higher Education Institutions
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The catalytic synthesis of P- and axially chiral biaryl phosphine oxides was achieved using Cp*Ir-catalyzed asymmetric C-H coupling, with the stereoselectivity controlled by chiral carboxylic amides. The transformation of products into chiral trivalent phosphine ligands was also demonstrated.
The catalytic synthesis of P- and axially chiral biaryl phosphine oxides was realized via the Cp*Ir-catalyzed asymmetric C-H coupling of tertiary substituted phosphine oxides with diarylacetylenes. The chiral carboxylic amides were used to control the stereoselectivity in the C-H activation, enabling the construction of chiral phosphine oxides with up to 96% ee. Transformation of the products into chiral trivalent phosphine ligands has also been demonstrated.
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