Journal
INORGANIC CHEMISTRY
Volume 51, Issue 4, Pages 2533-2540Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ic202472f
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- Nanyang Technological University
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A highly reactive and stereoselective hydrophosphination of enones catalyzed by palladacycles for the synthesis of C*- and P*-chiral tertiary phosphines has been developed. When Ph2PH was employed as the hydrophosphinating reagent, a series of C*-chiral tertiary phosphines were synthesized (C*-P bond formation) in high yields with excellent enantioselectivities, and a single recrystallization provides access to their enantiomerically pure forms. When racemic secondary phosphines rac-R-3(R-4)PH were utilized, a series of tertiary phosphines containing both C*- and P*-chiral centers were generated (C*-P* bond formation) in high yields with good diastereo- and enantioselectivities. The stereoelectronic factors involved in the catalytic cycle have been revealed.
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