A convenient synthesis and the asymmetric hydrogenation of N-phthaloyl dehydroamino acid esters.

A convenient synthesis and the asymmetric hydrogenation of N-phthaloyl dehydroamino acid esters.
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DOI:
10.1021/ol800996j
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发表时间:
2008-06
期刊:
影响因子:
5.2
通讯作者:
Jian Chen;Qiang Liu;Weicheng Zhang;Stephen Spinella;A. Lei;Xumu Zhang
Jian Chen;Qiang Liu;Weicheng Zhang;Stephen Spinella;A. Lei;Xumu Zhang
中科院分区:
化学1区
文献类型:
--
作者:
Jian Chen;Qiang Liu;Weicheng Zhang;Stephen Spinella;A. Lei;Xumu Zhang

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报道了一种简便的方法,以易得的溴代乙烯基(或对甲苯磺酸乙烯基)和邻苯二甲酰亚胺钾为原料合成N-邻苯二甲酰脱氢氨基酸酯。铑催化的不对称氢化这些底物与TangPhos得到的产品具有良好的对映选择性(高达99%ee)。
A convenient synthetic method was reported for the preparation of N-phthaloyl dehydroamino acid esters from easily accessible vinyl bromides (or vinyl tosylate) and potassium phthalimide. Rh-catalyzed asymmetric hydrogenation of these substrates with TangPhos gave the products with good to excellent enantioselectivities (up to 99% ee).