“…For example, reaction of optically pure 35 with a chiral nitrile proceeds with overall retention of configuration at rhenium (eq ll).64 Alkylation of alkylidene and acetylide complexes is also readily observed (eq 12) .65 Gladysz has been primarily interested in determining the mechanistic aspects of stereospecific hydride abstraction and various asymmetric rhenium to carbon inductions that occur in this system.66 Some interesting synthetic applications of his mechanistic work involving deuterium include the development of a synthon for a chiral, pyramidal methyl carbenium ion (Figure 16). 67 Additionally, chiral rhenium-ketone complexes can be used to give optically active alcohols in high enantiomeric excess (eq 13).68 Chiral iron-alkyl complexes (36) and chiral ironcarbene complexes (37) have been used to effect asymmetric cyclopropanation of olefins (Figure 17). 69 Alkylation of halo compounds 38 and olefin derivatives 39 can proceed with a significant degree of asymmetric induction, especially when the steric bulk of the iron center is increased by using tri(O-biphenyl) phosphite (OBP) rather than triphenylphosphine (Table 16).…”