以communesin F消旋体的全合成过程中的醛中间体为原料,在光学纯叔丁基亚磺酰胺的手性诱导下,通过加成和还原反应制得摩尔比为1:1的非对应异构体3a和3b;脱去3a的叔丁基亚磺酰基制得光学纯4;4的氨基用Boc保护合成了光学纯Communesin F的重要中间体5。3~5的结构经1H NMR表征。
Under chiral induction of optically pure t-butanesulfinamide,a pair of diastereomers 3a and 3b with mole ratio of 1 ∶1 were synthesized from 1(an aldehyde intermediate in total synthesis of racemic communesin F) by addition reaction and subsequent reduction.4 was prepared by deprotection of t-butanesulfinyl at 3a.Amido of 4 was protected with Boc to obtaine 5(a key precursor in total synthesis of optically pure communesin F).The structures of 3~5 were characterized by 1H NMR.