NiCl2/CrCl Coupling Cont The stereochemistry of the trans or cis iodo olefin is retained Reaction produces diastereomers although a preference for one is usually observed. Has an advantage over conventional carbonyl additions NiCk=Catalytic amount CrCl=Excess Kishi et al. J. Am. Chem. Soc. 1986. 108. 5644NiCl2/CrCl2 Coupling Cont. Coupling Cont. • The stereochemistry of the The stereochemistry of the trans or cis iodo olefin is retained. olefin is retained. • Reaction produces Reaction produces diastereomers diastereomers although a although a preference for one is usually observed. preference for one is usually observed. • Has an advantage over conventional carbonyl Has an advantage over conventional carbonyl additions. additions. NiCl2 = Catalytic amount = Catalytic amount CrCl2 = Excess = Excess Kishi et al. J. Am. Chem. Soc. 1986, 108, 5644