Journal
ACS CATALYSIS
Volume 10, Issue 2, Pages 1548-1554Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.9b04354
Keywords
Suzuki coupling; palladium; axially chiral compounds; asymmetric catalysis; phosphine
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Funding
- NSFC [21425205, 21573073]
- 973 Program [2015CB856600]
- Program of Eastern Scholar at Shanghai Institutions of Higher Learning [IRT-16R25]
- Program for Changjiang Scholars and Innovative Research Team [IRT-16R25]
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A highly enantioselective palladium/WJ-Phos-catalyzed Suzuki Miyaura coupling reaction for efficient construction of axially chiral biaryl monophosphine oxides was developed. A series of axially chiral biaryl monophosphine oxides were obtained in good yields and with high enantioselectivities. The practicability of this reaction was validated in the straightforward synthesis of axially chiral biaryl monophosphine ligand and demonstrated by a 100-g-scale synthesis. Moreover, various functionalizations of the product make it as a platform molecule for synthesis of other chiral biaryl phosphines.
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