Chiral N-phosphonyl imine chemistry:: Asymmetric aza-Henry reaction

Chiral N-phosphonyl imine chemistry:: Asymmetric aza-Henry reaction
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DOI:
10.1111/j.1747-0285.2008.00633.x
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发表时间:
2008-03-01
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:
Kattuboina, Adiseshu;Kaur, Parminder;Li, Guigen

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合成了一系列手性N-膦酰亚胺,并成功地应用于不对称氮杂-亨利反应。通过改变氮原子上不同的R基团,对手性助剂进行了优化。该反应进行方便,产率高,非对映选择性好。绝对立体化学是通过将生成的邻位硝胺转化为其N-Boc衍生物而明确确定的,N-Boc是一种已知化合物。
A series of chiral N-phosphonyl imines have been synthesized and utilized successfully in asymmetric aza-Henry reaction. The chiral auxiliary was optimized for this reaction by varying different R groups on the nitrogen atoms. The reaction is convenient to perform to give excellent yields and good diastereoselectivities. The absolute stereochemistry was unambiguously determined by converting a resulting vicinal nitroamine into its N-Boc derivative which serves as a known compound.