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ENANTIOCONTROLLED REDUCTION OF PROCHIRAL AROMATIC KETONES WITH BORANE USING DIASTEREOISOMERIC SECONDARY AMINOALCOHOLS AS CHIRAL CATALYSTS
被引:30
作者
:
TANAKA, K
论文数:
0
引用数:
0
h-index:
0
TANAKA, K
MATSUI, J
论文数:
0
引用数:
0
h-index:
0
MATSUI, J
SUZUKI, H
论文数:
0
引用数:
0
h-index:
0
SUZUKI, H
机构
:
来源
:
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS
|
1991年
/ 18期
关键词
:
D O I
:
10.1039/c39910001311
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Exo- and endo-2-hydroxy-3-(1-methyl-2-pyrrolyl)methylaminobornanes were found to be efficient catalysts for enantioselective borane reduction of prochiral aromatic ketones with predictable absolute stereochemistry.
引用
收藏
页码:1311 / 1312
页数:2
相关论文
共 16 条
[1]
STEREOCHEMISTRY OF ADDITIONS OF ACIDS TO STILBENE AND STYRENE OXIDES
[J].
BERTI, G
论文数:
0
引用数:
0
h-index:
0
BERTI, G
;
BOTTARI, F
论文数:
0
引用数:
0
h-index:
0
BOTTARI, F
;
FERRARIN.PL
论文数:
0
引用数:
0
h-index:
0
FERRARIN.PL
;
MACCHIA, B
论文数:
0
引用数:
0
h-index:
0
MACCHIA, B
.
JOURNAL OF ORGANIC CHEMISTRY,
1965,
30
(12)
:4091
-&
[2]
AN EFFICIENT AND CATALYTICALLY ENANTIOSELECTIVE ROUTE TO (S)-(-)-PHENYLOXIRANE
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
SHIBATA, S
论文数:
0
引用数:
0
h-index:
0
SHIBATA, S
;
BAKSHI, RK
论文数:
0
引用数:
0
h-index:
0
BAKSHI, RK
.
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(12)
:2861
-2863
[3]
A NEW SYSTEM FOR CATALYTIC ENANTIOSELECTIVE REDUCTION OF ACHIRAL KETONES TO CHIRAL ALCOHOLS - SYNTHESIS OF CHIRAL ALPHA-HYDROXY ACIDS
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
COREY, EJ
;
BAKSHI, RK
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
BAKSHI, RK
.
TETRAHEDRON LETTERS,
1990,
31
(05)
:611
-614
[4]
THE 1ST ENANTIOSELECTIVE SYNTHESES OF PURE R-ISOPROTERENOL AND S-ISOPROTERENOL
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
COREY, EJ
;
LINK, JO
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
LINK, JO
.
TETRAHEDRON LETTERS,
1990,
31
(05)
:601
-604
[5]
HIGHLY ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY CHIRAL OXAZABOROLIDINES - MECHANISM AND SYNTHETIC IMPLICATIONS
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
BAKSHI, RK
论文数:
0
引用数:
0
h-index:
0
BAKSHI, RK
;
SHIBATA, S
论文数:
0
引用数:
0
h-index:
0
SHIBATA, S
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(18)
:5551
-5553
[6]
A STABLE AND EASILY PREPARED CATALYST FOR THE ENANTIOSELECTIVE REDUCTION OF KETONES - APPLICATIONS TO MULTISTEP SYNTHESES
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
BAKSHI, RK
论文数:
0
引用数:
0
h-index:
0
BAKSHI, RK
;
SHIBATA, S
论文数:
0
引用数:
0
h-index:
0
SHIBATA, S
;
CHEN, CP
论文数:
0
引用数:
0
h-index:
0
CHEN, CP
;
SINGH, VK
论文数:
0
引用数:
0
h-index:
0
SINGH, VK
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(25)
:7925
-7926
[7]
ORGANOBORON COMPOUNDS IN ORGANIC-SYNTHESIS .2. ASYMMETRIC REDUCTION OF DIALKYL KETONES WITH (R,R)-2,5-DIMETHYLBOROLANE OR (S,S)-2,5-DIMETHYLBOROLANE
[J].
IMAI, T
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
IMAI, T
;
TAMURA, T
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
TAMURA, T
;
YAMAMURO, A
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
YAMAMURO, A
;
SATO, T
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
SATO, T
;
WOLLMANN, TA
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
WOLLMANN, TA
;
KENNEDY, RM
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
KENNEDY, RM
;
MASAMUNE, S
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MASAMUNE, S
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1986,
108
(23)
:7402
-7404
[8]
CATALYTIC BEHAVIOR OF OPTICALLY-ACTIVE AMINO ALCOHOL-BORANE COMPLEX IN THE ENANTIOSELECTIVE REDUCTION OF ACETOPHENONE OXIME O-ALKYL ETHERS
[J].
ITSUNO, S
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
ITSUNO, S
;
SAKURAI, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
SAKURAI, Y
;
ITO, K
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
ITO, K
;
HIRAO, A
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
HIRAO, A
;
NAKAHAMA, S
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
NAKAHAMA, S
.
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN,
1987,
60
(01)
:395
-396
[9]
AN ASYMMETRIC-SYNTHESIS OF MK-0417 - OBSERVATIONS ON OXAZABOROLIDINE-CATALYZED REDUCTIONS
[J].
JONES, TK
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
JONES, TK
;
MOHAN, JJ
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
MOHAN, JJ
;
XAVIER, LC
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
XAVIER, LC
;
BLACKLOCK, TJ
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
BLACKLOCK, TJ
;
MATHRE, DJ
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
MATHRE, DJ
;
SOHAR, P
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
SOHAR, P
;
JONES, ETT
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
JONES, ETT
;
REAMER, RA
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
REAMER, RA
;
ROBERTS, FE
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
ROBERTS, FE
;
GRABOWSKI, EJJ
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
GRABOWSKI, EJJ
.
JOURNAL OF ORGANIC CHEMISTRY,
1991,
56
(02)
:763
-769
[10]
KAGAN HB, 1985, ASYMMETRIC SYNTHESIS, V5, P1
←
1
2
→
共 16 条
[1]
STEREOCHEMISTRY OF ADDITIONS OF ACIDS TO STILBENE AND STYRENE OXIDES
[J].
BERTI, G
论文数:
0
引用数:
0
h-index:
0
BERTI, G
;
BOTTARI, F
论文数:
0
引用数:
0
h-index:
0
BOTTARI, F
;
FERRARIN.PL
论文数:
0
引用数:
0
h-index:
0
FERRARIN.PL
;
MACCHIA, B
论文数:
0
引用数:
0
h-index:
0
MACCHIA, B
.
JOURNAL OF ORGANIC CHEMISTRY,
1965,
30
(12)
:4091
-&
[2]
AN EFFICIENT AND CATALYTICALLY ENANTIOSELECTIVE ROUTE TO (S)-(-)-PHENYLOXIRANE
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
SHIBATA, S
论文数:
0
引用数:
0
h-index:
0
SHIBATA, S
;
BAKSHI, RK
论文数:
0
引用数:
0
h-index:
0
BAKSHI, RK
.
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(12)
:2861
-2863
[3]
A NEW SYSTEM FOR CATALYTIC ENANTIOSELECTIVE REDUCTION OF ACHIRAL KETONES TO CHIRAL ALCOHOLS - SYNTHESIS OF CHIRAL ALPHA-HYDROXY ACIDS
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
COREY, EJ
;
BAKSHI, RK
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
BAKSHI, RK
.
TETRAHEDRON LETTERS,
1990,
31
(05)
:611
-614
[4]
THE 1ST ENANTIOSELECTIVE SYNTHESES OF PURE R-ISOPROTERENOL AND S-ISOPROTERENOL
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
COREY, EJ
;
LINK, JO
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
LINK, JO
.
TETRAHEDRON LETTERS,
1990,
31
(05)
:601
-604
[5]
HIGHLY ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY CHIRAL OXAZABOROLIDINES - MECHANISM AND SYNTHETIC IMPLICATIONS
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
BAKSHI, RK
论文数:
0
引用数:
0
h-index:
0
BAKSHI, RK
;
SHIBATA, S
论文数:
0
引用数:
0
h-index:
0
SHIBATA, S
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(18)
:5551
-5553
[6]
A STABLE AND EASILY PREPARED CATALYST FOR THE ENANTIOSELECTIVE REDUCTION OF KETONES - APPLICATIONS TO MULTISTEP SYNTHESES
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
BAKSHI, RK
论文数:
0
引用数:
0
h-index:
0
BAKSHI, RK
;
SHIBATA, S
论文数:
0
引用数:
0
h-index:
0
SHIBATA, S
;
CHEN, CP
论文数:
0
引用数:
0
h-index:
0
CHEN, CP
;
SINGH, VK
论文数:
0
引用数:
0
h-index:
0
SINGH, VK
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(25)
:7925
-7926
[7]
ORGANOBORON COMPOUNDS IN ORGANIC-SYNTHESIS .2. ASYMMETRIC REDUCTION OF DIALKYL KETONES WITH (R,R)-2,5-DIMETHYLBOROLANE OR (S,S)-2,5-DIMETHYLBOROLANE
[J].
IMAI, T
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
IMAI, T
;
TAMURA, T
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
TAMURA, T
;
YAMAMURO, A
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
YAMAMURO, A
;
SATO, T
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
SATO, T
;
WOLLMANN, TA
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
WOLLMANN, TA
;
KENNEDY, RM
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
KENNEDY, RM
;
MASAMUNE, S
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MASAMUNE, S
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1986,
108
(23)
:7402
-7404
[8]
CATALYTIC BEHAVIOR OF OPTICALLY-ACTIVE AMINO ALCOHOL-BORANE COMPLEX IN THE ENANTIOSELECTIVE REDUCTION OF ACETOPHENONE OXIME O-ALKYL ETHERS
[J].
ITSUNO, S
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
ITSUNO, S
;
SAKURAI, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
SAKURAI, Y
;
ITO, K
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
ITO, K
;
HIRAO, A
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
HIRAO, A
;
NAKAHAMA, S
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
TOKYO INST TECHNOL, DEPT POLYMER SCI, MEGURO KU, TOKYO 152, JAPAN
NAKAHAMA, S
.
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN,
1987,
60
(01)
:395
-396
[9]
AN ASYMMETRIC-SYNTHESIS OF MK-0417 - OBSERVATIONS ON OXAZABOROLIDINE-CATALYZED REDUCTIONS
[J].
JONES, TK
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
JONES, TK
;
MOHAN, JJ
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
MOHAN, JJ
;
XAVIER, LC
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
XAVIER, LC
;
BLACKLOCK, TJ
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
BLACKLOCK, TJ
;
MATHRE, DJ
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
MATHRE, DJ
;
SOHAR, P
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
SOHAR, P
;
JONES, ETT
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
JONES, ETT
;
REAMER, RA
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
REAMER, RA
;
ROBERTS, FE
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
ROBERTS, FE
;
GRABOWSKI, EJJ
论文数:
0
引用数:
0
h-index:
0
机构:
Merck Sharp & Dohme Research Laboratories, Rahway
GRABOWSKI, EJJ
.
JOURNAL OF ORGANIC CHEMISTRY,
1991,
56
(02)
:763
-769
[10]
KAGAN HB, 1985, ASYMMETRIC SYNTHESIS, V5, P1
←
1
2
→