103793-65-3

Upstream product

• 1370407-01-4 C₃₃H₄₀O₇ 
• 103793-66-4 ((E)-(3R,4R)-3,4-Bis-benzyloxy-6-iodo-hex-5-enyloxy)-tert-butyl-diphenyl-silane 
• 103793-63-1 (2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-carbaldehyde 
• 103793-64-2 ((Z)-(3R,4R)-3,4-Bis-benzyloxy-6-iodo-hex-5-enyloxy)-tert-butyl-diphenyl-silane 

Relevant academic research and scientific papers

On Ni catalysts for catalytic, asymmetric Ni/Cr-mediated coupling reactions

The importance of the Ni catalyst in achieving catalytic asymmetric Ni/Cr-mediated coupling reactions effectively is demonstrated. Six phenanthroline-NiCl2 complexes 1a-c and 2a-c and five types of alkenyl iodides A-E were chosen for the study, thereby demonstrating that these Ni catalysts display a wide range of overall reactivity profiles in terms of the degree of asymmetric induction, geometrical isomerization, and coupling rate. For three types of alkenyl iodides A-C, a satisfactory Ni catalyst(s) was found within 1a-c and 2a-c. For disubstituted (Z)-alkenyl iodide D, 2c was identified as an acceptable Ni catalyst in terms of the absence of Z → E isomerization and the degree of asymmetric induction but not in terms of the coupling rate. Two phosphine-based Ni catalysts, [(Me)3P]2· NiCl2 and [(cy)3P]2·NiCl2, were found to meet all three criteria for D. The bond-forming reaction at the C16-C17 position of palytoxin was used to demonstrate the usefulness of the Ni catalysts thus identified.