Lanthanum binaphthoxide complex

The innovative catalysts involve the use of mixed metal alkoxide complexes that incorporate the dual functions of base, giving rise to a chiral metal enolate, and Lewis acid, activating the aldehyde component. A large famOy of these systems has been examined by Shibasaki in a host of different transformations for complex molecule synthesis. The lanthanum binaphthoxide complexes LLB (213) are some of the earliest of these and were shown to give aldol adducts with high selectivities and yields. This process has been utilized elegantly in the kinetic resolution of aldehyde ( )-215 in the enantioselective syntheses of epothilones A and B (217/218, Scheme 4.24) [107]. 

Rath NP, Spilling CD (1994) The enantioselective addition of dialkylphosphites to aldehydes catalysis by a lanthanum binaphthoxide complex. Tetrahedron Lett 35 227-230... 

The enantioselective addition of dialkyl phosphites to aldehydes catalyzed by a lanthanum (7 )-binaphthoxide complex gives S -hydroxyphosphonates in good yields, but with modest enantiomeric purity58,59. 

LLB lanthanum-lithium-binaphthoxide complex LaLi3tris(binaphthoxide)... 

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