STUDIES ON THE STEREOCHEMISTRY OF REDUCTION REACTIONS ON 10-R SUBSTITUTED trans DECAL-2-ONES

Article abstract of DOI:10.1016/S0040-4020(01)87929-1

Relative rates k_ax and k_eq of reduction reactions of the title compounds (R=H, Me, CO2Et, Cl) have been measured in three different reaction conditions (LiAlH4, LiEt3BH, NaBH4).We found that k_eq decreases as the substituent electronegativity increases when lithium reactants are used and that k_ax increases as the substituent electronegativity increases when sodium reactant is used.The synthesis of trans and cis 10-chloro-decal-2-ones is also described.