Chiral N-Phosphonyl Imine Chemistry: Asymmetric Synthesis of α-Alkyl β-Amino Ketones by Reacting Phosphonyl Imines with Ketone-Derived Enolates

Chiral N-Phosphonyl Imine Chemistry: Asymmetric Synthesis of α-Alkyl β-Amino Ketones by Reacting Phosphonyl Imines with Ketone-Derived Enolates
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DOI:
10.1111/j.1747-0285.2008.00771.x
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发表时间:
2009-02-01
影响因子:
3
通讯作者:
Li, Guigen
Li, Guigen
中科院分区:
医学4区
文献类型:
--
作者:
Ai, Teng;Han, Jianlin;Li, Guigen

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通过手性膦酰亚胺与酮衍生的烯醇化物反应,合成了一系列新的手性顺式α-支化β-氨基酮。亚胺上的N-保护基对不对称诱导起着关键作用。通过将产物转化为已知样品,已明确确定了绝对立体化学。
A series of new chiral syn-alpha-branched beta-amino ketones has been synthesized by reacting chiral phosphonyl imines with ketone-derived enolates. The N-protection group on imine auxiliary was found to be crucial to the asymmetric induction. The absolute stereochemistry has been unambiguously determined by converting a product to a known sample.