HIGHLY STEREOSELECTIVE ASYMMETRIC HYDROGENATION OF 2-BENZAMIDOMETHYL-3-OXOBUTANOATE CATALYZED BY CATIONIC BINAP RUTHENIUM(II) COMPLEXES

HIGHLY STEREOSELECTIVE ASYMMETRIC HYDROGENATION OF 2-BENZAMIDOMETHYL-3-OXOBUTANOATE CATALYZED BY CATIONIC BINAP RUTHENIUM(II) COMPLEXES
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DOI:
10.1039/c39910000609
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发表时间:
1991-05-01
影响因子:
--
通讯作者:
TAKAYA, H
TAKAYA, H
中科院分区:
其他
文献类型:
--
作者:
MASHIMA, K;MATSUMURA, Y;TAKAYA, H

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以[Rul{(R)-binap}(p-cymene)] 1及其衍生物的配合物为催化剂,实现了2-苯甲酰氨基甲基-3-氧代丁酸甲酯的高非对映选择性氢化,得到了(2S,3R)-2-苯甲酰氨基甲基-3-羟基丁酸甲酯,其非对映异构体过量高达98%,对映异构体过量高达99%。
Highly diastereoselective hydrogenation of methyl 2-benzamidomethyl-3-oxobutanoate has been accomplished by using [Rul{(R)-binap}(p-cymene)]l and corresponding complexes of derivatives of binap as catalyst, giving methyl (2S,3R)-2-benzamidomethyl-3-hydroxybutanoate, a versatile intermediate for the synthesis of beta-lactam antibiotics, in up to 98% diastereoisomeric excess and 99% enantiomeric excess.