ASYMMETRICAL SYNTHESIS OF ORGANOMETALLIC ANALOGS OF NATURAL COMPOUNDS .8. REACTIONS OF PENTAFLUOROBENZALDEHYDE WITH THE NI(II) COMPLEX OF A SCHIFF-BASE OF GLYCINE AND (S)-2-[N-(BENZYLPROLYL)AMINO]BENZOPHENONE

被引：1

作者：

SOLOSHONOK, VA ^{[1
]}

SVISTUNOVA, NY ^{[1
]}

KUKHAR, VP ^{[1
]}

KUZMINA, NA ^{[1
]}

BELOKON, YN ^{[1
]}

机构：

[1] UKRAINIAN ACAD SCI,BIOORGAN CHEM & PETR CHEM INST,252028 KIEV,UKRAINE,USSR

来源：

BULLETIN OF THE RUSSIAN ACADEMY OF SCIENCES-DIVISION OF CHEMICAL SCIENCE | 1992年 / 41卷 / 03期

关键词：

ASYMMETRICAL SYNTHESIS; PENTAFLUOROBENZALDEHYDE; SCHIFF BASE; FLUORINE-SUBSTITUTED BETA-PHENYLSERINES;

D O I：

10.1007/BF00863081

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction of pentafluorobenzaldehyde with a Ni(II) complex of a Schiff base formed from glycine and (S)-2-[N-(benzylprolyl)amino]benzophenone yields, depending on the reaction conditions, the hitherto unknown, disastereo and enantiomerically pure amino acids 2R,3S-beta-(4-methoxytetrafluorophenyl)serine, 2S,3R-beta-(4-methoxytetrafluorophenyl) serine, 2S,3S-beta-(pentafluorophenyl)serine, and 2S,3R-beta-(pentafluorophenyl)serine.

引用

页码：540 / 545

页数：6

共 28 条

[1] Improved synthesis of the Ni(II) complex of the Schiff base of (S)-2-[N-(N′-benzylprolyl)amino]benzophenone and glycine
Nádvornik, M
Popkov, A
GREEN CHEMISTRY, 2002, 4 (01) : 71 - 72
[2] Synthesis, Ni(II) Schiff base complexation and structural analysis of fluorinated analogs of the ligand (S)-2-[N-(N′-benzylprolyl)amino]benzophenone (BPB)
Tatum, Natalie J.
Yufit, Dmitry S.
Cobb, Steven L.
Coxon, Christopher R.
JOURNAL OF FLUORINE CHEMISTRY, 2015, 173 : 77 - 83
[3] UV/Vis and fluorescence study on the interaction of Ni(II) complex of Schiff base of glycine and chiral auxiliary (S)-2-[N-(N′-benzylprolyl)amino]benzophenone with bovine serum albumin
Shilajyan, Hasmik A.
Grigoryan, Karine R.
MONATSHEFTE FUR CHEMIE, 2020, 151 (01): : 135 - 139
[4] UV/Vis and fluorescence study on the interaction of Ni(II) complex of Schiff base of glycine and chiral auxiliary (S)-2-[N-(N′-benzylprolyl)amino]benzophenone with bovine serum albumin
Hasmik A. Shilajyan
Karine R. Grigoryan
Monatshefte für Chemie - Chemical Monthly, 2020, 151 : 135 - 139
[5] Diastereoselective addition of an NiII complex of a Schiff base of glycine with (S)-2-[N-(N-benzylprolyl)amino]benzophenone to the C=C bond of ethyl α-bromoacrylate
Belokon', YN
Maleev, VI
Savel'eva, TF
Moskalenko, MA
Pripadchev, DA
Khrustalev, VN
Vorontsov, EV
Sagiyan, AS
Babayan, EP
RUSSIAN CHEMICAL BULLETIN, 2005, 54 (04) : 981 - 987
[6] Diastereoselective addition of an NiII complex of a Schiff base of glycine with (S)-2-[N-(N-benzylprolyl)amino]benzophenone to the C=C bond of ethyl α-bromoacrylate
Yu. N. Belokon'
V. I. Maleev
T. F. Savel'eva
M. A. Moskalenko
D. A. Pripadchev
V. N. Khrustalev
E. V. Vorontsov
A. S. Sagiyan
E. P. Babayan
Russian Chemical Bulletin, 2005, 54 : 981 - 987
[7] Improved procedures for the synthesis of (S)-2-[N-(N′-benzylprolyl)amino]benzophenone (BPB) and Ni(II) complexes of Schiff's bases derived from BPB and amino acids
Belokon', YN
Tararov, VI
Maleev, VI
Savel'eva, TF
Ryzhov, MG
TETRAHEDRON-ASYMMETRY, 1998, 9 (23) : 4249 - 4252
[8] PREPARATIVE ASYMMETRIC-SYNTHESIS OF (R)-ALPHA-METHYLSERINE AND (S)-ALPHA-METHYLSERINE NI(II) COMPLEX WITH A SCHIFF-BASE OF ALPHA-ALANINE AND (S)-2-[(N-BENZYLPROLYL)AMINO]BENZOPHENONE
BELOKON, YN
TARAROV, VI
SAVELEVA, TF
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1991, 40 (05): : 1054 - 1058
[9] NMR study of the structures of Ni(II) complexes of Schiff bases of 2-bromoglycine with (S)-2-[(N-benzylprolyl)amino]-benzophenone or (S)-2-[(N-benzylprolyl)amino]-5-chlorobenzophenone
Popkov, A
Jirman, J
Nadvornik, M
Manorik, PA
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1998, 63 (07) : 990 - 994
[10] H-1, C-13 AND N-15 NMR-SPECTRA OF NI(II) COMPLEX OF SCHIFF-BASE FROM (S)-2-(N-BENZYLPROLYL)AMINO-5-METHYLBENZOPHENONE AND GLYCINE
JIRMAN, J
POPKOV, A
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1994, 59 (09) : 2103 - 2108

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