Asymmetric Synthesis of 1,3-Diamines. II: Diastereoselective Reduction of Atropisomeric N-tert-Butanesulfinylketimines
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https://figshare.com/articles/dataset/Asymmetric_Synthesis_of_1_3_Diamines_II_Diastereoselective_Reduction_of_Atropisomeric_i_N_i_i_tert_i_Butanesulfinylketimines/2662861
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Chiral, nonracemic o-aminobenzylamines were prepared in a highly diastereoselective reduction of atropisomeric N-tert-butanesulfinylketimines. The ortho-substituent ensures the distinct reactivity of atropisomers 4d−f. The free energy of activation for atropisomerization of sulfinylimines 4d−f in THF-d8 was determined by NMR methods to range from 70.8 to 97.9 kJ/mol.
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2016-02-23



