Design of an Axially Chiral Dicarboxylic Acid and Its Application in Syntheses of Optically Active β-Amino Acids and β-Amino Phosphonic Acid Derivatives

Design of an Axially Chiral Dicarboxylic Acid and Its Application in Syntheses of Optically Active β-Amino Acids and β-Amino Phosphonic Acid Derivatives
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DOI:
10.1055/s-0028-1083212
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发表时间:
2008-11-17
影响因子:
2.6
通讯作者:
Maruoka, Keiji
Maruoka, Keiji
中科院分区:
化学4区
文献类型:
--
作者:
Hashimoto, Takuya;Maruoka, Keiji

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开发了一种新型的轴向手性二元羧酸催化剂。在该催化剂的催化下,N-Boc亚胺与重氮化合物通过不对称Mannich反应,可以高产率、高选择性地得到N-Boc保护的β-氨基酸或β-氨基膦酸衍生物。
An axially chiral dicarboxylic acid was developed as a new chiral Bronsted acid catalyst. With this novel catalyst in hand, N-Boc-protected beta-amino acids or beta-amino phosphonic acid derivatives could be obtained in high yields and enantioselectivities by asymmetric Mannich-type reaction of N-Boc imines and diazo compounds.