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Abstract:
Chiral phosphorus-containing compounds find applications across various fields, including asymmetric catalysis, medicinal chemistry, and materials science. Despite the abundance of reported highly enantioselective methods for synthesizing various chiral phosphorus compounds, the enantioselective synthesis of alpha-boryl phosphorus compounds still remains an unknown territory. Here, we report a method for the construction of chiral alpha-boryl phosphates by asymmetric B-H insertion reaction using alpha-diazo phosphates as carbene precursors, cheap and readily available copper salt as the catalyst and chiral oxazoline as the ligand. This method can directly afford a series of stable alpha-boryl phosphates with a yield up to 97% and an enantioselectivity up to 98% ee. The operating procedure of this method is straightforward, offering a broad substrate applicability, remarkable tolerance towards various functional groups, and gentle reaction conditions. Chiral phosphorus-containing compounds find applications across various fields, including asymmetric catalysis, medicinal chemistry, and materials science.
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CHEMICAL SCIENCE
ISSN: 2041-6520
Year: 2024
Issue: 19
Volume: 15
Page: 7130-7135
7 . 6 0 0
JCR@2023
CAS Journal Grade:2
Cited Count:
WoS CC Cited Count: 3
SCOPUS Cited Count: 3
ESI Highly Cited Papers on the List: 0 Unfold All
WanFang Cited Count:
Chinese Cited Count:
30 Days PV: 0