Enantioselective Aza-Henry reaction catalyzed by a bifunctional organocatalyst

Enantioselective Aza-Henry reaction catalyzed by a bifunctional organocatalyst
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DOI:
10.1021/ol0364531
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发表时间:
2004-02-19
期刊:
影响因子:
5.2
通讯作者:
Takemoto, Y
Takemoto, Y
中科院分区:
化学1区
文献类型:
--
作者:
Okino, T;Nakamura, S;Takemoto, Y

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用带N,N-二甲氨基基团的手性硫脲促进亚胺与硝基烷烃的氮杂-亨利反应,得到对映选择性好的-硝基胺。研究了各种n保护亚胺作为底物。n -膦酰亚胺在化学收率和对映体选择性方面表现最好(收率高达91%,ee高达76%)。
The aza-Henry reaction of imines with nitroalkanes was promoted by chiral thiourea with an N,N-dimethylamino group to give beta-nitroamines with good enantioselectivity. Various N-protected imines were examined as substrates. N-Phosphinoylimine gave the best result in terms of chemical yield and enantioselectivity (up to 91% yield, up to 76% ee).