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YB(CN)3-CATALYZED REACTION OF AZIRIDINES WITH CYANOTRIMETHYLSILANE - A FACILE SYNTHESIS OF OPTICALLY PURE BETA-AMINO NITRILES
被引:74
作者
:
MATSUBARA, S
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO UNIV,FAC ENGN,DEPT IND CHEM,KYOTO 606,JAPAN
KYOTO UNIV,FAC ENGN,DEPT IND CHEM,KYOTO 606,JAPAN
MATSUBARA, S
[
1
]
KODAMA, T
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO UNIV,FAC ENGN,DEPT IND CHEM,KYOTO 606,JAPAN
KYOTO UNIV,FAC ENGN,DEPT IND CHEM,KYOTO 606,JAPAN
KODAMA, T
[
1
]
UTIMOTO, K
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO UNIV,FAC ENGN,DEPT IND CHEM,KYOTO 606,JAPAN
KYOTO UNIV,FAC ENGN,DEPT IND CHEM,KYOTO 606,JAPAN
UTIMOTO, K
[
1
]
机构
:
[1]
KYOTO UNIV,FAC ENGN,DEPT IND CHEM,KYOTO 606,JAPAN
来源
:
TETRAHEDRON LETTERS
|
1990年
/ 31卷
/ 44期
关键词
:
D O I
:
10.1016/S0040-4039(00)97069-2
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
Reaction of a N-tosylaziridine with cyanotrimethylsilane under lanthanoid tricyanide catalysis gives a N-tosyl β-amino nitrile by selective attack of cyanide at less substituted carbon of the ring; optically pure 2-substituted aziridine affords the corresponding amino nitrile with perfect retention of the stereochemistry of stereogenic center. © 1990.
引用
收藏
页码:6379 / 6380
页数:2
相关论文
共 11 条
[1]
THE RING-OPENING OF AZIRIDINE-2-CARBOXYLATE ESTERS WITH ORGANOMETALLIC REAGENTS
BALDWIN, JE
论文数:
0
引用数:
0
h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
BALDWIN, JE
ADLINGTON, RM
论文数:
0
引用数:
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h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
ADLINGTON, RM
ONEIL, IA
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0
h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
ONEIL, IA
SCHOFIELD, C
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引用数:
0
h-index:
0
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OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
SCHOFIELD, C
SPIVEY, AC
论文数:
0
引用数:
0
h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
SPIVEY, AC
SWEENEY, JB
论文数:
0
引用数:
0
h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
SWEENEY, JB
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1989,
(23)
: 1852
-
1854
[2]
Coppola GM, 1987, ASYMMETRIC SYNTHESIS
[3]
NUCLEOPHILIC OPENING OF CHIRAL BIS(AZIRIDINES) - A ROUTE TO ENANTIOMERICALLY PURE ALPHA-AMINO ALDEHYDES OR ACIDS AND POLYSUBSTITUTED PIPERIDINES
DUREAULT, A
论文数:
0
引用数:
0
h-index:
0
DUREAULT, A
TRANCHEPAIN, I
论文数:
0
引用数:
0
h-index:
0
TRANCHEPAIN, I
DEPEZAY, JC
论文数:
0
引用数:
0
h-index:
0
DEPEZAY, JC
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(22)
: 5324
-
5330
[4]
PREPARATION AND C-ALKYLATION OF ENANTIOMERICALLY PURE S-PHENYL AZIRIDINECARBOTHIOATES - ON THE STRUCTURE OF SMALL-RING ESTER LITHIUM ENOLATES
HANER, R
论文数:
0
引用数:
0
h-index:
0
机构:
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
HANER, R
OLANO, B
论文数:
0
引用数:
0
h-index:
0
机构:
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
OLANO, B
SEEBACH, D
论文数:
0
引用数:
0
h-index:
0
机构:
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
SEEBACH, D
[J].
HELVETICA CHIMICA ACTA,
1987,
70
(07)
: 1676
-
1693
[5]
LETGERS J, 1989, TETRAHEDRON LETT, V30, P4881
[6]
ONE POT SYNTHESIS OF HOMOCHIRAL AZIRIDINES AND AMINOALCOHOLS FROM HOMOCHIRAL 1,2-CYCLIC SULFATES
LOHRAY, BB
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
LOHRAY, BB
GAO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
GAO, Y
SHARPLESS, KB
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
SHARPLESS, KB
[J].
TETRAHEDRON LETTERS,
1989,
30
(20)
: 2623
-
2626
[7]
MATSUBARA S, 1990, TETRAHEDRON LETT, V31
[8]
ENANTIOSELECTIVE SYNTHESIS AND ABSOLUTE-CONFIGURATION OF NATURAL PUMILIOTOXIN-C
OPPOLZER, W
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV GENEVE, DEPT CHIM ORGANIQUE, CH-1211 Geneva 4, SWITZERLAND
UNIV GENEVE, DEPT CHIM ORGANIQUE, CH-1211 Geneva 4, SWITZERLAND
OPPOLZER, W
FLASKAMP, E
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV GENEVE, DEPT CHIM ORGANIQUE, CH-1211 Geneva 4, SWITZERLAND
UNIV GENEVE, DEPT CHIM ORGANIQUE, CH-1211 Geneva 4, SWITZERLAND
FLASKAMP, E
[J].
HELVETICA CHIMICA ACTA,
1977,
60
(01)
: 204
-
207
[9]
CONSTRUCTION OF OPTICALLY PURE TRYPTOPHANS FROM SERINE DERIVED AZIRIDINE-2-CARBOXYLATES
SATO, K
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,CHEVRON SCI CTR,DEPT CHEM,PITTSBURGH,PA 15260
SATO, K
KOZIKOWSKI, AP
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,CHEVRON SCI CTR,DEPT CHEM,PITTSBURGH,PA 15260
KOZIKOWSKI, AP
[J].
TETRAHEDRON LETTERS,
1989,
30
(31)
: 4073
-
4076
[10]
FROM AZIRIDINES TO CARBAPENEMS VIA A NOVEL BETA-LACTAM RING-CLOSURE - AN ENANTIOSELECTIVE SYNTHESIS OF (+)-PS-5
TANNER, D
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h-index:
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TANNER, D
SOMFAI, P
论文数:
0
引用数:
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h-index:
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SOMFAI, P
[J].
TETRAHEDRON,
1988,
44
(02)
: 619
-
624
←
1
2
→
共 11 条
[1]
THE RING-OPENING OF AZIRIDINE-2-CARBOXYLATE ESTERS WITH ORGANOMETALLIC REAGENTS
BALDWIN, JE
论文数:
0
引用数:
0
h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
BALDWIN, JE
ADLINGTON, RM
论文数:
0
引用数:
0
h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
ADLINGTON, RM
ONEIL, IA
论文数:
0
引用数:
0
h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
ONEIL, IA
SCHOFIELD, C
论文数:
0
引用数:
0
h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
SCHOFIELD, C
SPIVEY, AC
论文数:
0
引用数:
0
h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
SPIVEY, AC
SWEENEY, JB
论文数:
0
引用数:
0
h-index:
0
机构:
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
SWEENEY, JB
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1989,
(23)
: 1852
-
1854
[2]
Coppola GM, 1987, ASYMMETRIC SYNTHESIS
[3]
NUCLEOPHILIC OPENING OF CHIRAL BIS(AZIRIDINES) - A ROUTE TO ENANTIOMERICALLY PURE ALPHA-AMINO ALDEHYDES OR ACIDS AND POLYSUBSTITUTED PIPERIDINES
DUREAULT, A
论文数:
0
引用数:
0
h-index:
0
DUREAULT, A
TRANCHEPAIN, I
论文数:
0
引用数:
0
h-index:
0
TRANCHEPAIN, I
DEPEZAY, JC
论文数:
0
引用数:
0
h-index:
0
DEPEZAY, JC
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(22)
: 5324
-
5330
[4]
PREPARATION AND C-ALKYLATION OF ENANTIOMERICALLY PURE S-PHENYL AZIRIDINECARBOTHIOATES - ON THE STRUCTURE OF SMALL-RING ESTER LITHIUM ENOLATES
HANER, R
论文数:
0
引用数:
0
h-index:
0
机构:
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
HANER, R
OLANO, B
论文数:
0
引用数:
0
h-index:
0
机构:
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
OLANO, B
SEEBACH, D
论文数:
0
引用数:
0
h-index:
0
机构:
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
SEEBACH, D
[J].
HELVETICA CHIMICA ACTA,
1987,
70
(07)
: 1676
-
1693
[5]
LETGERS J, 1989, TETRAHEDRON LETT, V30, P4881
[6]
ONE POT SYNTHESIS OF HOMOCHIRAL AZIRIDINES AND AMINOALCOHOLS FROM HOMOCHIRAL 1,2-CYCLIC SULFATES
LOHRAY, BB
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
LOHRAY, BB
GAO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
GAO, Y
SHARPLESS, KB
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
SHARPLESS, KB
[J].
TETRAHEDRON LETTERS,
1989,
30
(20)
: 2623
-
2626
[7]
MATSUBARA S, 1990, TETRAHEDRON LETT, V31
[8]
ENANTIOSELECTIVE SYNTHESIS AND ABSOLUTE-CONFIGURATION OF NATURAL PUMILIOTOXIN-C
OPPOLZER, W
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV GENEVE, DEPT CHIM ORGANIQUE, CH-1211 Geneva 4, SWITZERLAND
UNIV GENEVE, DEPT CHIM ORGANIQUE, CH-1211 Geneva 4, SWITZERLAND
OPPOLZER, W
FLASKAMP, E
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV GENEVE, DEPT CHIM ORGANIQUE, CH-1211 Geneva 4, SWITZERLAND
UNIV GENEVE, DEPT CHIM ORGANIQUE, CH-1211 Geneva 4, SWITZERLAND
FLASKAMP, E
[J].
HELVETICA CHIMICA ACTA,
1977,
60
(01)
: 204
-
207
[9]
CONSTRUCTION OF OPTICALLY PURE TRYPTOPHANS FROM SERINE DERIVED AZIRIDINE-2-CARBOXYLATES
SATO, K
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,CHEVRON SCI CTR,DEPT CHEM,PITTSBURGH,PA 15260
SATO, K
KOZIKOWSKI, AP
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,CHEVRON SCI CTR,DEPT CHEM,PITTSBURGH,PA 15260
KOZIKOWSKI, AP
[J].
TETRAHEDRON LETTERS,
1989,
30
(31)
: 4073
-
4076
[10]
FROM AZIRIDINES TO CARBAPENEMS VIA A NOVEL BETA-LACTAM RING-CLOSURE - AN ENANTIOSELECTIVE SYNTHESIS OF (+)-PS-5
TANNER, D
论文数:
0
引用数:
0
h-index:
0
TANNER, D
SOMFAI, P
论文数:
0
引用数:
0
h-index:
0
SOMFAI, P
[J].
TETRAHEDRON,
1988,
44
(02)
: 619
-
624
←
1
2
→