Palladacycle-catalyzed asymmetric hydrophosphination of enones for synthesis of C*- and P*-chiral tertiary phosphines
Author
Huang, Yinhua
Pullarkat, Sumod A.
Li, Yongxin
Leung, Pak-Hing
Date of Issue
2012School
School of Physical and Mathematical Sciences
Abstract
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-R3(R4)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.
Type
Journal Article
Series/Journal Title
Inorganic chemistry
Rights
© 2012 American Chemical Society.
Collections
http://dx.doi.org/10.1021/ic202472f
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