ASYMMETRIC SYNTHESIS OF 2-,3-, AND 4-METHYLOCTANOIC ACIDS

ASYMMETRIC SYNTHESIS OF 2-,3-, AND 4-METHYLOCTANOIC ACIDS
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2-,3-, 和 4-甲基辛酸的不对称合成

DOI:
10.1080/00304949009458196
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发表时间:
1990
期刊:
影响因子:
--
通讯作者:
J. Gazzillo
J. Gazzillo
中科院分区:
--
文献类型:
--
作者:
P. Sonnet;J. Gazzillo

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用二异丙基氨基锂(LDA)将辛酸转化为二价阴离子,并用碘甲烷烷基化(方案1)。所得2-甲基辛酸通过其酰基卤转化为与(R)-或(S)-α-苯乙胺(PEA)的酰胺。用乙醇重结晶得到纯的(> 99%)非对映异构体,用气-液色谱监测
Octanoic acid was converted to a dianion with lithium diisopropylamide (LDA) and alkylated with methyl iodide (Scheme 1). The resulting 2-methyloctanoic acid was converted via its acid halide, to arnide with either (R)-, or (S)-a-phenylethylamine (PEA). Pure (> 99%) diastere-omrs were obtained by recrystallization from ethanol monitored by gas-liquid chromatography