Platinum-Catalyzed Diastereoselective Intramolecular Coupling of Allyl Halides and Hydrazones
Jong-Tai Hong
Hye-Young Jang
10.1021/jo200993v.s001
https://acs.figshare.com/articles/journal_contribution/Platinum_Catalyzed_Diastereoselective_Intramolecular_Coupling_of_Allyl_Halides_and_Hydrazones/2621986
Nucleophilic allyl platinum addition to hydrazones under platinum-catalyzed conditions was studied. To generate nucleophilic allyl platinum complexes, allyl halides were employed with platinum complexes, SnCl<sub>2</sub>, and H<sub>2</sub>. The allyl platinum(IV) intermediates reacted with the hydrazone to give the corresponding cyclic amine derivatives in good yield and with excellent diastereoselectivity. The cis selectivity of N-tethered substrates was attributed to a tight interaction of allyl platinum species with the hydrazone, on the basis of the results of solvent screening and acid/base addition experiments.
2011-08-19 00:00:00
hydrazone
allyl halides
cyclic amine derivatives
cis selectivity
H 2.
Allyl Halides
nucleophilic allyl platinum complexes
allyl platinum species
platinum complexes
HydrazonesNucleophilic allyl platinum addition