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A CONCISE DIASTEREOSELECTIVE SYNTHESIS OF THE NATURAL (2R,3S)-2-HYDROXYMETHYL-3-HYDROXY-PYRROLIDINE
被引:59
作者
:
GRIFFARTBRUNET, D
论文数:
0
引用数:
0
h-index:
0
机构:
INST CHIM SUBST NAT,CNRS,F-91190 GIF SUR YVETTE,FRANCE
INST CHIM SUBST NAT,CNRS,F-91190 GIF SUR YVETTE,FRANCE
GRIFFARTBRUNET, D
[
1
]
LANGLOIS, N
论文数:
0
引用数:
0
h-index:
0
机构:
INST CHIM SUBST NAT,CNRS,F-91190 GIF SUR YVETTE,FRANCE
INST CHIM SUBST NAT,CNRS,F-91190 GIF SUR YVETTE,FRANCE
LANGLOIS, N
[
1
]
机构
:
[1]
INST CHIM SUBST NAT,CNRS,F-91190 GIF SUR YVETTE,FRANCE
来源
:
TETRAHEDRON LETTERS
|
1994年
/ 35卷
/ 01期
关键词
:
PYROGLUTAMIC ACID;
HYDROXYLATED PYRROLIDINE;
EPOXIDATION;
EPOXIDE OPENING;
CASTANOSPERMUM;
D O I
:
10.1016/0040-4039(94)88178-2
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
(2R, 3S)-2-hydroxymethyl-3-hydroxy pyrrolidine 4, a constituent of Castanospermum australe.(1) was synthesized from (S)-pyroglutamic acid through diastereoselective epoxidation of alpha, beta-unsaturated pyrrolidone 8.
引用
收藏
页码:119 / 122
页数:4
相关论文
共 22 条
[1]
DIMETHYLDIOXIRANE EPOXIDATION OF ALPHA,BETA-UNSATURATED KETONES, ACIDS AND ESTERS
[J].
ADAM, W
论文数:
0
引用数:
0
h-index:
0
机构:
Institute of Organic Chemistry, University of Würzburg, D-8700 Würzburg, Am Hubland
ADAM, W
;
HADJIARAPOGLOU, L
论文数:
0
引用数:
0
h-index:
0
机构:
Institute of Organic Chemistry, University of Würzburg, D-8700 Würzburg, Am Hubland
HADJIARAPOGLOU, L
;
NESTLER, B
论文数:
0
引用数:
0
h-index:
0
机构:
Institute of Organic Chemistry, University of Würzburg, D-8700 Würzburg, Am Hubland
NESTLER, B
.
TETRAHEDRON LETTERS,
1990,
31
(03)
:331
-334
[2]
TRANSITION-METAL-CATALYZED ASYMMETRIC ORGANIC-SYNTHESIS VIA POLYMER-ATTACHED OPTICALLY-ACTIVE PHOSPHINE-LIGANDS .5. PREPARATION OF AMINO-ACIDS IN HIGH OPTICAL YIELD VIA CATALYTIC-HYDROGENATION
[J].
BAKER, GL
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
BAKER, GL
;
FRITSCHEL, SJ
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
FRITSCHEL, SJ
;
STILLE, JR
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
STILLE, JR
;
STILLE, JK
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
STILLE, JK
.
JOURNAL OF ORGANIC CHEMISTRY,
1981,
46
(14)
:2954
-2960
[3]
STEREOSPECIFIC TOTAL SYNTHESES OF DL-CORIOLIN AND DL-CORIOLIN-B
[J].
DANISHEFSKY, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
DANISHEFSKY, S
;
ZAMBONI, R
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
ZAMBONI, R
;
KAHN, M
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
KAHN, M
;
ETHEREDGE, SJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
ETHEREDGE, SJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1981,
103
(12)
:3460
-3467
[4]
SYNTHESIS OF HOMOCHIRAL BETA-HYDROXY-ALPHA-AMINO-ACIDS [(2S,3R,4R)-3,4-DIHYDROXYPROLINE AND (2S,3R,4R)-3,4-DIHYDROXYPIPECOLIC ACID] AND OF 1,4-DIDEOXY-1,4-IMINO-D-ARABINITOL [DAB1] AND FAGOMINE [1,5-IMINO-1,2,5-TRIDEOXY-D-ARABINO-HEXITOL]
[J].
FLEET, GWJ
论文数:
0
引用数:
0
h-index:
0
机构:
Dyson Perrins Laboratory, Oxford University, Oxford, OX1 3QY, South Parks Road
FLEET, GWJ
;
WITTY, DR
论文数:
0
引用数:
0
h-index:
0
机构:
Dyson Perrins Laboratory, Oxford University, Oxford, OX1 3QY, South Parks Road
WITTY, DR
.
TETRAHEDRON-ASYMMETRY,
1990,
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(02)
:119
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[5]
EFFICIENT TOTAL SYNTHESIS OF AI-77-B, A GASTROPROTECTIVE SUBSTANCE FROM BACILLUS-PUMILUS AI-77
[J].
HAMADA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Faculty of Pharmaceutical Sciences, Nagoya City University Tanabe-dori, Mizuho-ku, Nagoya
HAMADA, Y
;
HARA, O
论文数:
0
引用数:
0
h-index:
0
机构:
Faculty of Pharmaceutical Sciences, Nagoya City University Tanabe-dori, Mizuho-ku, Nagoya
HARA, O
;
KAWAI, A
论文数:
0
引用数:
0
h-index:
0
机构:
Faculty of Pharmaceutical Sciences, Nagoya City University Tanabe-dori, Mizuho-ku, Nagoya
KAWAI, A
;
KOHNO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Faculty of Pharmaceutical Sciences, Nagoya City University Tanabe-dori, Mizuho-ku, Nagoya
KOHNO, Y
;
SHIOIRI, T
论文数:
0
引用数:
0
h-index:
0
机构:
Faculty of Pharmaceutical Sciences, Nagoya City University Tanabe-dori, Mizuho-ku, Nagoya
SHIOIRI, T
.
TETRAHEDRON,
1991,
47
(40)
:8635
-8652
[6]
HANESSIAN S, 1990, SYNLETT, P501
[7]
HIGH-ENANTIOSELECTIVE SYNTHESIS OF PYRROLIDINE DERIVATIVES AS CHIRAL BUILDING-BLOCKS
[J].
HIRAI, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
HIRAI, Y
;
CHINTANI, M
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TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
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;
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TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
MOMOSE, T
.
CHEMISTRY LETTERS,
1989,
(08)
:1449
-1452
[8]
SYNTHESIS OF (2R,3S)-2-HYDROXYMETHYL-3-HYDROXYPYRROLIDINE AND THE GEISSMAN-WAISS LACTONE FROM (S)-PYROGLUTAMIC ACID
[J].
IKOTA, N
论文数:
0
引用数:
0
h-index:
0
IKOTA, N
;
HANAKI, A
论文数:
0
引用数:
0
h-index:
0
HANAKI, A
.
HETEROCYCLES,
1988,
27
(11)
:2535
-2537
[9]
AMINOSUGAR DERIVATIVES AS POTENTIAL ANTI-HUMAN IMMUNODEFICIENCY VIRUS AGENTS
[J].
KARPAS, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
KARPAS, A
;
FLEET, GWJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
FLEET, GWJ
;
DWEK, RA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
DWEK, RA
;
PETURSSON, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
PETURSSON, S
;
NAMGOONG, SK
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
NAMGOONG, SK
;
RAMSDEN, NG
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0
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0
h-index:
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机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
RAMSDEN, NG
;
JACOB, GS
论文数:
0
引用数:
0
h-index:
0
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UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
JACOB, GS
;
RADEMACHER, TW
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
RADEMACHER, TW
.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA,
1988,
85
(23)
:9229
-9233
[10]
METHYLPYROGLUTAMATE AS CHIRAL SYNTHON - ASYMMETRIC-SYNTHESIS OF ANTIHYPERTENSIVE PYRROLIDINES
[J].
LANGLOIS, N
论文数:
0
引用数:
0
h-index:
0
LANGLOIS, N
;
ANDRIAMIALISOA, RZ
论文数:
0
引用数:
0
h-index:
0
ANDRIAMIALISOA, RZ
.
TETRAHEDRON LETTERS,
1988,
29
(26)
:3259
-3262
←
1
2
3
→
共 22 条
[1]
DIMETHYLDIOXIRANE EPOXIDATION OF ALPHA,BETA-UNSATURATED KETONES, ACIDS AND ESTERS
[J].
ADAM, W
论文数:
0
引用数:
0
h-index:
0
机构:
Institute of Organic Chemistry, University of Würzburg, D-8700 Würzburg, Am Hubland
ADAM, W
;
HADJIARAPOGLOU, L
论文数:
0
引用数:
0
h-index:
0
机构:
Institute of Organic Chemistry, University of Würzburg, D-8700 Würzburg, Am Hubland
HADJIARAPOGLOU, L
;
NESTLER, B
论文数:
0
引用数:
0
h-index:
0
机构:
Institute of Organic Chemistry, University of Würzburg, D-8700 Würzburg, Am Hubland
NESTLER, B
.
TETRAHEDRON LETTERS,
1990,
31
(03)
:331
-334
[2]
TRANSITION-METAL-CATALYZED ASYMMETRIC ORGANIC-SYNTHESIS VIA POLYMER-ATTACHED OPTICALLY-ACTIVE PHOSPHINE-LIGANDS .5. PREPARATION OF AMINO-ACIDS IN HIGH OPTICAL YIELD VIA CATALYTIC-HYDROGENATION
[J].
BAKER, GL
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
BAKER, GL
;
FRITSCHEL, SJ
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
FRITSCHEL, SJ
;
STILLE, JR
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
STILLE, JR
;
STILLE, JK
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
STILLE, JK
.
JOURNAL OF ORGANIC CHEMISTRY,
1981,
46
(14)
:2954
-2960
[3]
STEREOSPECIFIC TOTAL SYNTHESES OF DL-CORIOLIN AND DL-CORIOLIN-B
[J].
DANISHEFSKY, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
DANISHEFSKY, S
;
ZAMBONI, R
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
ZAMBONI, R
;
KAHN, M
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
KAHN, M
;
ETHEREDGE, SJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
ETHEREDGE, SJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1981,
103
(12)
:3460
-3467
[4]
SYNTHESIS OF HOMOCHIRAL BETA-HYDROXY-ALPHA-AMINO-ACIDS [(2S,3R,4R)-3,4-DIHYDROXYPROLINE AND (2S,3R,4R)-3,4-DIHYDROXYPIPECOLIC ACID] AND OF 1,4-DIDEOXY-1,4-IMINO-D-ARABINITOL [DAB1] AND FAGOMINE [1,5-IMINO-1,2,5-TRIDEOXY-D-ARABINO-HEXITOL]
[J].
FLEET, GWJ
论文数:
0
引用数:
0
h-index:
0
机构:
Dyson Perrins Laboratory, Oxford University, Oxford, OX1 3QY, South Parks Road
FLEET, GWJ
;
WITTY, DR
论文数:
0
引用数:
0
h-index:
0
机构:
Dyson Perrins Laboratory, Oxford University, Oxford, OX1 3QY, South Parks Road
WITTY, DR
.
TETRAHEDRON-ASYMMETRY,
1990,
1
(02)
:119
-136
[5]
EFFICIENT TOTAL SYNTHESIS OF AI-77-B, A GASTROPROTECTIVE SUBSTANCE FROM BACILLUS-PUMILUS AI-77
[J].
HAMADA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Faculty of Pharmaceutical Sciences, Nagoya City University Tanabe-dori, Mizuho-ku, Nagoya
HAMADA, Y
;
HARA, O
论文数:
0
引用数:
0
h-index:
0
机构:
Faculty of Pharmaceutical Sciences, Nagoya City University Tanabe-dori, Mizuho-ku, Nagoya
HARA, O
;
KAWAI, A
论文数:
0
引用数:
0
h-index:
0
机构:
Faculty of Pharmaceutical Sciences, Nagoya City University Tanabe-dori, Mizuho-ku, Nagoya
KAWAI, A
;
KOHNO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Faculty of Pharmaceutical Sciences, Nagoya City University Tanabe-dori, Mizuho-ku, Nagoya
KOHNO, Y
;
SHIOIRI, T
论文数:
0
引用数:
0
h-index:
0
机构:
Faculty of Pharmaceutical Sciences, Nagoya City University Tanabe-dori, Mizuho-ku, Nagoya
SHIOIRI, T
.
TETRAHEDRON,
1991,
47
(40)
:8635
-8652
[6]
HANESSIAN S, 1990, SYNLETT, P501
[7]
HIGH-ENANTIOSELECTIVE SYNTHESIS OF PYRROLIDINE DERIVATIVES AS CHIRAL BUILDING-BLOCKS
[J].
HIRAI, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
HIRAI, Y
;
CHINTANI, M
论文数:
0
引用数:
0
h-index:
0
机构:
TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
CHINTANI, M
;
YAMAZAKI, T
论文数:
0
引用数:
0
h-index:
0
机构:
TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
YAMAZAKI, T
;
MOMOSE, T
论文数:
0
引用数:
0
h-index:
0
机构:
TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, 2630 SUGITANI, SUGITANI, TOYAMA 93001, JAPAN
MOMOSE, T
.
CHEMISTRY LETTERS,
1989,
(08)
:1449
-1452
[8]
SYNTHESIS OF (2R,3S)-2-HYDROXYMETHYL-3-HYDROXYPYRROLIDINE AND THE GEISSMAN-WAISS LACTONE FROM (S)-PYROGLUTAMIC ACID
[J].
IKOTA, N
论文数:
0
引用数:
0
h-index:
0
IKOTA, N
;
HANAKI, A
论文数:
0
引用数:
0
h-index:
0
HANAKI, A
.
HETEROCYCLES,
1988,
27
(11)
:2535
-2537
[9]
AMINOSUGAR DERIVATIVES AS POTENTIAL ANTI-HUMAN IMMUNODEFICIENCY VIRUS AGENTS
[J].
KARPAS, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
KARPAS, A
;
FLEET, GWJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
FLEET, GWJ
;
DWEK, RA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
DWEK, RA
;
PETURSSON, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
PETURSSON, S
;
NAMGOONG, SK
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
NAMGOONG, SK
;
RAMSDEN, NG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
RAMSDEN, NG
;
JACOB, GS
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
JACOB, GS
;
RADEMACHER, TW
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OXFORD,DYSON PERRINS LAB,DEPT ORGAN CHEM,S PARKS RD,OXFORD OX1 3QY,ENGLAND
RADEMACHER, TW
.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA,
1988,
85
(23)
:9229
-9233
[10]
METHYLPYROGLUTAMATE AS CHIRAL SYNTHON - ASYMMETRIC-SYNTHESIS OF ANTIHYPERTENSIVE PYRROLIDINES
[J].
LANGLOIS, N
论文数:
0
引用数:
0
h-index:
0
LANGLOIS, N
;
ANDRIAMIALISOA, RZ
论文数:
0
引用数:
0
h-index:
0
ANDRIAMIALISOA, RZ
.
TETRAHEDRON LETTERS,
1988,
29
(26)
:3259
-3262
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