(+)- and (-)-1-0, 4-0-bis(p-chlorobenzyl)threitol as novel resolving agents for optically active anthracyclinone synthesis: an efficient synthesis of optically pure 4-demethoxydaunomycinone
作者:Shiro Terashima、Katsumi Tamoto、Masamichi Sugimori
DOI:10.1016/s0040-4039(00)88360-4
日期:1982.1
resolved by forming a mixture of the diastereomeric acetals ((−)-9 and (+)-10 or (+)-9 and (−)-10 with the title vicinal-diol((+)- or (−)-5) to give optically pure (R)(−)-3. The method for racemizing the undesired enantiomer((S)(+)-3) was also explored. Optically pure (+)-4-demethoxydauno-mycinone ((+)-2b) was elaborated from (R)(-)-3 according to the reported reaction scheme.
(±)-7-Deoxy-4-demethoxydaunomycinone(±)-3)通过形成非对映乙缩醛((-)-9和(+)-10或(+)-9和(-)的混合物而干净地拆分-10,标题为邻位二醇((+)-或(-)-5),得到光学纯的(R)(-)-3。外消旋不需要的对映异构体((S)(+)-3)的方法根据报道的反应方案,从(R)(-)-3制备了光学纯的(+)-4-脱甲氧基十二烷基牛磺酸-((+)-2b)。