810686-17-0Relevant articles and documents
Evaluation of (+)-sparteine-like diamines for asymmetric synthesis
Dearden, Michael J.,McGrath, Matthew J.,O'Brien, Peter
, p. 5789 - 5792 (2007/10/03)
Three new (+)-sparteine-like diamines were prepared from (-)-cytisine and evaluated as sparteine surrogates in the α-lithiation rearrangement of cyclooctene oxide and the palladium(II)/diamine catalyzed oxidative kinetic resolution of 1-indanol. The new diamines exhibited opposite enantioselectivity to that observed with (-)-sparteine but increasing the steric hindrance of the N-alkyl group beyond N-Et had a detrimental effect on enantioselectivity. The optimal N-Me diamine was evaluated with much success in five other (-)-sparteine-mediated processes involving different metals (lithium, magnesium, and copper) and different types of reaction mechanisms.
New chiral amine ligands in the desymmetrization of prochiral phosphine boranes
Johansson, Magnus J.,Schwartz, Lennart,Amedjkouh, Mohamed,Kann, Nina
, p. 3531 - 3538 (2007/10/03)
P-chirogenic phosphine ligands can be prepared via desymmetrization of prochiral phosphine boranes using s-BuLi?(-)-sparteine complexes. One limitation of this method, however, has been that (+)-sparteine is not easily accessible. Herein, we show that der