Journal
ACS CATALYSIS
Volume 9, Issue 11, Pages 9852-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.9b03454
Keywords
axial chirality; asymmetric catalysis; copper; atropisomer; ring-opening
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Funding
- National Natural Science Foundation of China [21622206, 21871241]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- Fundamental Research Funds for the Central Universities [WK2060190086, WK2060190098]
- Supercomputing Center of University of Science and Technology of China
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A Cu-catalyzed enantioselective ring-opening/oxidative phosphorylation reaction of cyclic diaryliodonium salts and diarylphosphine oxides in the presence of TEMPO was reported. O-18-Labeled experiments showed that the reaction proceeded via oxidation, followed by C-O bond formation. Furthermore, atropisomeric phosphine oxides were prepared via a t-BuLi-mediated P-transfer reaction. Computational studies elucidated that the phosphine oxide transfer was through a concerted C-P bond formation and P-O bond-dissociation process.
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