Asymmetric synthesis of chiral organometallic compounds.

摘要

The feasibility of applying enzyme catalysis to the synthesis of chiral ferrocene compounds has been explored. R(;Our studies on the stereochemistry of Grignard reagents have shown that triphenyltin chloride, tert-butyl isocyanate, phenyl isocyanate and methyl chloroformate are useful electrophilic quenching agents for determining the diastereomeric purities of norbornylmagnesium bromide and bis-norbornylmagnesium. Reactions of norbornylmagnesium bromide and bis-norbornylmagnesium with these electrophilic reagents occurred with high chemical yields and retention of stereochemistry on the carbanionic carbon.;The thermodynamic stability of norbornylmagnesium systems in ether was not significantly affected by the use of bulky alkoxy and amido ligands. Equilibrium constants ranged from 0.61-0.72 corresponding to 58-62% endo content of the ether solutions. However, the rate of inversion was lowered to 28% of the inversion rate of norbornylmagnesium bromide with the use of the dichelating ligand, 2-