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

被引:82
作者
MASHIMA, K
MATSUMURA, Y
KUSANO, K
KUMOBAYASHI, H
SAYO, N
HORI, Y
ISHIZAKI, T
AKUTAGAWA, S
TAKAYA, H
机构
[1] TAKASAGO RES INST INC,KAMATA,OHTA KU,TOKYO 144,JAPAN
[2] KYOTO UNIV,FAC ENGN,DEPT IND CHEM,SAKYO KU,KYOTO 606,JAPAN
关键词
D O I
10.1039/c39910000609
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:609 / 610
页数:2
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