O-Phosphoryl serine derivative can perform self-catalytic esterification reaction in the mixture of CH3OH and CHCl3 at the room temperature. The phosphoryl group participation was the key step of the esterification. T...O-Phosphoryl serine derivative can perform self-catalytic esterification reaction in the mixture of CH3OH and CHCl3 at the room temperature. The phosphoryl group participation was the key step of the esterification. This type of reactions were proposed through an intermediate of mixed phosphoric-carboxylic anhydride that might provide a clue to the function of the phosphoryl group in the phosphorylated enzymes and in the prebiotic synthesis of protein.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
基金The authors would like to thank the financial supports from the National Natural Science Foundation of China(No.20272032 and No.20320130046)Ministry of Education of China and Tsinghua University.
文摘O-Phosphoryl serine derivative can perform self-catalytic esterification reaction in the mixture of CH3OH and CHCl3 at the room temperature. The phosphoryl group participation was the key step of the esterification. This type of reactions were proposed through an intermediate of mixed phosphoric-carboxylic anhydride that might provide a clue to the function of the phosphoryl group in the phosphorylated enzymes and in the prebiotic synthesis of protein.
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.