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BETA-HYDROXYSULFOXIMINES IN THE CATALYZED ENANTIOSELECTIVE REDUCTION OF KETONES WITH BORANE
被引:48
作者
:
BOLM, C
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Basel, CH-4056 Basel
BOLM, C
FELDER, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Basel, CH-4056 Basel
FELDER, M
机构
:
[1]
Department of Chemistry, University of Basel, CH-4056 Basel
来源
:
TETRAHEDRON LETTERS
|
1993年
/ 34卷
/ 38期
关键词
:
ASYMMETRIC REDUCTION;
SULFOXIMINES;
ENANTIOSELECTIVE CATALYSIS;
D O I
:
10.1016/S0040-4039(00)61722-7
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
Optically active beta-hydroxysulfoximines catalyze the asymmetric borane reduction of ketones affording secondary alcohols in high yields with good enantioselectivities (up to 93% ee).
引用
收藏
页码:6041 / 6044
页数:4
相关论文
共 36 条
[1]
Barbachyn M.R., 1984, ASYMMETRIC SYNTHESIS, V4, P227
[2]
BETA-HYDROXY SULFOXIMINES AS CATALYSTS FOR THE ENANTIOSELECTIVE ALKYLATION OF ALDEHYDES
BOLM, C
论文数:
0
引用数:
0
h-index:
0
BOLM, C
MULLER, J
论文数:
0
引用数:
0
h-index:
0
MULLER, J
SCHLINGLOFF, G
论文数:
0
引用数:
0
h-index:
0
SCHLINGLOFF, G
ZEHNDER, M
论文数:
0
引用数:
0
h-index:
0
ZEHNDER, M
NEUBURGER, M
论文数:
0
引用数:
0
h-index:
0
NEUBURGER, M
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1993,
(02)
: 182
-
183
[3]
BOLM C, 1992, J SYNLETT, P439
[4]
SELECTIVE REDUCTIONS .40. A CRITICAL-EXAMINATION OF THE RELATIVE EFFECTIVENESS OF VARIOUS REDUCING AGENTS FOR THE ASYMMETRIC REDUCTION OF DIFFERENT CLASSES OF KETONES
BROWN, HC
论文数:
0
引用数:
0
h-index:
0
BROWN, HC
PARK, WS
论文数:
0
引用数:
0
h-index:
0
PARK, WS
CHO, BT
论文数:
0
引用数:
0
h-index:
0
CHO, BT
RAMACHANDRAN, PV
论文数:
0
引用数:
0
h-index:
0
RAMACHANDRAN, PV
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1987,
52
(24)
: 5406
-
5412
[5]
ASYMMETRIC REDUCTION WITH CHIRAL ORGANOBORANES BASED ON ALPHA-PINENE
BROWN, HC
论文数:
0
引用数:
0
h-index:
0
机构:
PURDUE UNIV,RICHARD B WETHERILL LAB CHEM,W LAFAYETTE,IN 47907
PURDUE UNIV,RICHARD B WETHERILL LAB CHEM,W LAFAYETTE,IN 47907
BROWN, HC
RAMACHANDRAN, PV
论文数:
0
引用数:
0
h-index:
0
机构:
PURDUE UNIV,RICHARD B WETHERILL LAB CHEM,W LAFAYETTE,IN 47907
PURDUE UNIV,RICHARD B WETHERILL LAB CHEM,W LAFAYETTE,IN 47907
RAMACHANDRAN, PV
[J].
ACCOUNTS OF CHEMICAL RESEARCH,
1992,
25
(01)
: 16
-
24
[6]
X-RAY-DIFFRACTION STUDIES OF CRYSTALLINE TRIHALOMETHYL KETONES (RCOCX3) REVEAL AN UNUSUAL STRUCTURAL DEFORMATION ABOUT THE CARBONYL GROUP
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
Deparment of Chemistry, Harvard University, Cambridge
COREY, EJ
LINK, JO
论文数:
0
引用数:
0
h-index:
0
机构:
Deparment of Chemistry, Harvard University, Cambridge
LINK, JO
SARSHAR, S
论文数:
0
引用数:
0
h-index:
0
机构:
Deparment of Chemistry, Harvard University, Cambridge
SARSHAR, S
SHAO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Deparment of Chemistry, Harvard University, Cambridge
SHAO, Y
[J].
TETRAHEDRON LETTERS,
1992,
33
(47)
: 7103
-
7106
[7]
A MECHANISTIC AND STRUCTURAL-ANALYSIS OF THE BASIS FOR HIGH ENANTIOSELECTIVITY IN THE OXAZABOROLIDINE-CATALYZED REDUCTION OF TRIHALOMETHYL KETONES BY CATECHOLBORANE
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
BAKSHI, RK
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
BAKSHI, RK
[J].
TETRAHEDRON LETTERS,
1992,
33
(47)
: 7107
-
7110
[8]
A GENERAL, CATALYTIC, AND ENANTIOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACIDS
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
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1992,
114
(05)
: 1906
-
1908
[9]
A NEW PROCESS FOR THE ENANTIOSELECTIVE SYNTHESIS OF CHIRAL ALPHA-ARYLOXY AND ALPHA-HYDROXY ACIDS
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
[J].
TETRAHEDRON LETTERS,
1992,
33
(24)
: 3431
-
3434
[10]
X-RAY CRYSTAL-STRUCTURE OF A CHIRAL OXAZABOROLIDINE CATALYST FOR ENANTIOSELECTIVE CARBONYL REDUCTION
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard, University, Cambridge
COREY, EJ
AZIMIOARA, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard, University, Cambridge
AZIMIOARA, M
SARSHAR, S
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard, University, Cambridge
SARSHAR, S
[J].
TETRAHEDRON LETTERS,
1992,
33
(24)
: 3429
-
3430
←
1
2
3
4
→
共 36 条
[1]
Barbachyn M.R., 1984, ASYMMETRIC SYNTHESIS, V4, P227
[2]
BETA-HYDROXY SULFOXIMINES AS CATALYSTS FOR THE ENANTIOSELECTIVE ALKYLATION OF ALDEHYDES
BOLM, C
论文数:
0
引用数:
0
h-index:
0
BOLM, C
MULLER, J
论文数:
0
引用数:
0
h-index:
0
MULLER, J
SCHLINGLOFF, G
论文数:
0
引用数:
0
h-index:
0
SCHLINGLOFF, G
ZEHNDER, M
论文数:
0
引用数:
0
h-index:
0
ZEHNDER, M
NEUBURGER, M
论文数:
0
引用数:
0
h-index:
0
NEUBURGER, M
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1993,
(02)
: 182
-
183
[3]
BOLM C, 1992, J SYNLETT, P439
[4]
SELECTIVE REDUCTIONS .40. A CRITICAL-EXAMINATION OF THE RELATIVE EFFECTIVENESS OF VARIOUS REDUCING AGENTS FOR THE ASYMMETRIC REDUCTION OF DIFFERENT CLASSES OF KETONES
BROWN, HC
论文数:
0
引用数:
0
h-index:
0
BROWN, HC
PARK, WS
论文数:
0
引用数:
0
h-index:
0
PARK, WS
CHO, BT
论文数:
0
引用数:
0
h-index:
0
CHO, BT
RAMACHANDRAN, PV
论文数:
0
引用数:
0
h-index:
0
RAMACHANDRAN, PV
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1987,
52
(24)
: 5406
-
5412
[5]
ASYMMETRIC REDUCTION WITH CHIRAL ORGANOBORANES BASED ON ALPHA-PINENE
BROWN, HC
论文数:
0
引用数:
0
h-index:
0
机构:
PURDUE UNIV,RICHARD B WETHERILL LAB CHEM,W LAFAYETTE,IN 47907
PURDUE UNIV,RICHARD B WETHERILL LAB CHEM,W LAFAYETTE,IN 47907
BROWN, HC
RAMACHANDRAN, PV
论文数:
0
引用数:
0
h-index:
0
机构:
PURDUE UNIV,RICHARD B WETHERILL LAB CHEM,W LAFAYETTE,IN 47907
PURDUE UNIV,RICHARD B WETHERILL LAB CHEM,W LAFAYETTE,IN 47907
RAMACHANDRAN, PV
[J].
ACCOUNTS OF CHEMICAL RESEARCH,
1992,
25
(01)
: 16
-
24
[6]
X-RAY-DIFFRACTION STUDIES OF CRYSTALLINE TRIHALOMETHYL KETONES (RCOCX3) REVEAL AN UNUSUAL STRUCTURAL DEFORMATION ABOUT THE CARBONYL GROUP
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
Deparment of Chemistry, Harvard University, Cambridge
COREY, EJ
LINK, JO
论文数:
0
引用数:
0
h-index:
0
机构:
Deparment of Chemistry, Harvard University, Cambridge
LINK, JO
SARSHAR, S
论文数:
0
引用数:
0
h-index:
0
机构:
Deparment of Chemistry, Harvard University, Cambridge
SARSHAR, S
SHAO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Deparment of Chemistry, Harvard University, Cambridge
SHAO, Y
[J].
TETRAHEDRON LETTERS,
1992,
33
(47)
: 7103
-
7106
[7]
A MECHANISTIC AND STRUCTURAL-ANALYSIS OF THE BASIS FOR HIGH ENANTIOSELECTIVITY IN THE OXAZABOROLIDINE-CATALYZED REDUCTION OF TRIHALOMETHYL KETONES BY CATECHOLBORANE
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
BAKSHI, RK
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
BAKSHI, RK
[J].
TETRAHEDRON LETTERS,
1992,
33
(47)
: 7107
-
7110
[8]
A GENERAL, CATALYTIC, AND ENANTIOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACIDS
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
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1992,
114
(05)
: 1906
-
1908
[9]
A NEW PROCESS FOR THE ENANTIOSELECTIVE SYNTHESIS OF CHIRAL ALPHA-ARYLOXY AND ALPHA-HYDROXY ACIDS
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
[J].
TETRAHEDRON LETTERS,
1992,
33
(24)
: 3431
-
3434
[10]
X-RAY CRYSTAL-STRUCTURE OF A CHIRAL OXAZABOROLIDINE CATALYST FOR ENANTIOSELECTIVE CARBONYL REDUCTION
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard, University, Cambridge
COREY, EJ
AZIMIOARA, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard, University, Cambridge
AZIMIOARA, M
SARSHAR, S
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard, University, Cambridge
SARSHAR, S
[J].
TETRAHEDRON LETTERS,
1992,
33
(24)
: 3429
-
3430
←
1
2
3
4
→