A novel organophosphorus compound containing the structure of bothβ-amino acid andβ-aminophosphonate is designed and synthesized.Arbuzov reaction with P（OEt）_3,the N-Boc protected iodide 3 cannot provide the desir...A novel organophosphorus compound containing the structure of bothβ-amino acid andβ-aminophosphonate is designed and synthesized.Arbuzov reaction with P（OEt）_3,the N-Boc protected iodide 3 cannot provide the desired product but 2-oxazolidinone 4 because of the neighboring-group participation of the Boc moiety.To avoid the intramolecular participation of the carbamates,the Ts protecting group is employed and the Ts-protected iodide 5 affords the target product successfully.展开更多
Two rearranged products, dienone 4 and 10-oxo product 5 were obtained upon attempted 10β-OSO2SO2CF3 formation from 3. The formation of compound 5 can be explained by anchimeric assistance of 7α-OH. Reduction of 4 ...Two rearranged products, dienone 4 and 10-oxo product 5 were obtained upon attempted 10β-OSO2SO2CF3 formation from 3. The formation of compound 5 can be explained by anchimeric assistance of 7α-OH. Reduction of 4 yielding a 4-deacetyl product (12) also involves neighboring group participation.展开更多
文摘A novel organophosphorus compound containing the structure of bothβ-amino acid andβ-aminophosphonate is designed and synthesized.Arbuzov reaction with P（OEt）_3,the N-Boc protected iodide 3 cannot provide the desired product but 2-oxazolidinone 4 because of the neighboring-group participation of the Boc moiety.To avoid the intramolecular participation of the carbamates,the Ts protecting group is employed and the Ts-protected iodide 5 affords the target product successfully.
文摘Two rearranged products, dienone 4 and 10-oxo product 5 were obtained upon attempted 10β-OSO2SO2CF3 formation from 3. The formation of compound 5 can be explained by anchimeric assistance of 7α-OH. Reduction of 4 yielding a 4-deacetyl product (12) also involves neighboring group participation.
