Configurational stability unstabilized

II. UNSTABILIZED ot-AMINO-ORGANOLITHIUM COMPOUNDS A. Synthesis and Configurational Stability... 

A wide range of transition metal-allyl complexes are known to react with many types of nucleophiles. In most cases, these reactions occur between cationic allyl complexes and amines or stabilized, anionic carbon nucleophiles. The reaction typically occurs between the nucleophile and the form of the allyl complex, and attack usually occurs at the face of the allyl ligand opposite the metal. However, there are exceptions to these trends. For example, several experiments suggest that unstabilized carbon nucleophiles react first at the metal center, and C-C bond formation occurs between the alkyl and the allyl group by reductive elimination. In addition, a recent study has shown through deuterium labeling that attack of malonate anion on a molybdenum-allyl complex occurs with retention of configuration. ... 

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