188981-85-3Relevant academic research and scientific papers
Synthesis of the new chiral tridentate ligand bis(pyrid-2-ylethyl) menthylphosphine and its use in the palladium-catalyzed allylic alkylations
Minato, Makoto,Kaneko, Takefumi,Masauji, Shogo,Ito, Takashi
, p. 2483 - 2488 (2007/10/03)
We describe the synthesis of a new asymmetric P,N,N′-tridentate ligand (bis(pyrid-2-ylethyl) menthylphosphine, BPEMP), containing two pyridyl rings and (1S,2R,5S)-menthylphosphino group. The ligand is obtained in five steps from natural abundant l-menthol. The coordination behavior of the ligand toward cationic (allylic)Pd(II) moiety and its first application in palladium-catalyzed asymmetric allylic alkylation are presented. Crystallographic and spectroscopic analyses reveal that [(η3-allylic)Pd(BPEMP)]+ complex forms only one isomer in the solid state as well as in solution.
Synthesis and α-alkylation of 1-menthylphosphetane sulfide
Marinetti, Angela,Buzin, Francois-Xavier,Ricard, Louis
, p. 4363 - 4370 (2007/10/03)
1-Menthylphosphetane sulfide, 5, has been prepared from menthylphosphine and 1-bromo-3-chloropropane via the corresponding phosphetane-borane complex. The metalation-substitution reactions of both intracyclic α carbon atoms of 5 with benzyl and/or trimethylsilyl groups have been examined with regard to stereochemistry. The diastereoselectivity of these reactions is high enough to allow a preparative access to new chiral phosphetane sulfides.
