Xiao Zheng, Pei‐Qiang Huang, Yuanping Ruan, A. Lee, W. Chan
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引用次数: 4
摘要
二甲基(S)-苹果酸酯7的非对映选择性甲基化，然后是两步、三步还原去羟基化过程，分别在80.2% e.e.和84.7% e.e.得到二甲基(R)-2-甲基琥珀酸酯11。后一种化合物进一步转化为蚂蚁毒液生物碱(R)- lepto胸碱1和(R)-3-甲基- n -(2-苯乙基)-吡咯烷2的天然对映体。
A New Approach for Asymmetric Synthesis of (R)-3-Methylpyrrolidine Alkaloids from (S)-Malic Acid
Diastereoselective methylation of dimethyl (S)-malate 7, followed by two, three-step reductive de-hydroxylation procedures afforded dimethyl (R)-2-methylsuccinate 11 in 80.2% e.e. and 84.7% e.e., respectively. The latter compound was further transformed into the natural enantiomers of the ant venom alkaloids (R)-leptothoracine 1 and (R)-3-methyl-N-(2-phenylethyl)-pyrrolidine 2.
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