Synthesis of Enantiopure P-Stereogenic Diphosphacrowns using P-Stereogenic Secondary Phosphines
摘要:
A new synthetic route to enantiopure P-stereogenic benzodiphosphacrowns using a P-stereogenic secondary bisphosphine as the key building block is reported. Syntheses of the enantiomer and P-stereogenic crowns with various ring structures, as well as deboranation of the crown compounds and subsequent reaction with a platinum complex, are described.
Synthesis of Enantiopure P-Stereogenic Diphosphacrowns using P-Stereogenic Secondary Phosphines
摘要:
A new synthetic route to enantiopure P-stereogenic benzodiphosphacrowns using a P-stereogenic secondary bisphosphine as the key building block is reported. Syntheses of the enantiomer and P-stereogenic crowns with various ring structures, as well as deboranation of the crown compounds and subsequent reaction with a platinum complex, are described.
trans-1,4-Diphosphacyclohexanes were successfully synthesized by the stereospecific intramolecular coupling reaction of the optically active bisphosphine. This is a new route for the construction of the trans-1,4-diphosphacyclohexane skeleton. A cis isomer was also prepared along with the trans isomer from a mixture of rac- and meso-bisphosphines. The coordinated boranes were easily removed to afford
Catalytic Asymmetric Deprotonation Using a Ligand Exchange Approach
作者:Matthew J. McGrath、Peter O'Brien
DOI:10.1021/ja056026d
日期:2005.11.30
A novel ligand exchange approach to catalytic asymmetric deprotonation-electrophilic trapping has been developed that uses 1.3 equiv of s-BuLi, 0.06-0.2 equiv of chiral diamine ((-)-sparteine or a (+)-sparteine surrogate), and 1.2 equiv of achiral bispidine. The methodology is illustrated with a range of examples and gives access to either enantiomer of useful chiral products in good yields using substoichiometric amounts of chiral diamines.