Abstract
The R(P) diastereomer of (-)-menthylmesitylphosphine, (R(P))-1, has been isolated with high configurational purity at phosphorus by fractional crystallization of an (R(P))-1/(S(P))-1 = 43/57 mixture from acetonitrile containing a trace of sodium acetylacetonate as a proton scavenger or by deboranation of the corresponding borane complex (S(P))-2 with diethylamine, thereby effecting the first resolution of a secondary phosphine chiral at phosphorus. The crystal and molecular structure of (S(P))-2 has been determined. The ready isolation of (S(P))-2 of 97% diastereomeric purity in 66% yield from an equilibrium (R(P))-2/(S(P))-2 = 28/72 mixture in n-hexane by second-order asymmetric transformation and its quantitative and stereospecific conversion under mild conditions into (R(P))-1 of similar purity augurs well for the future of the resolved secondary phosphines in stereoselective syntheses.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
