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ASYMMETRIC DEPROTONATION OF PROCHIRAL KETONES USING CHIRAL LITHIUM AMIDE BASES
被引:153
作者
:
CAIN, CM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LONDON QUEEN MARY COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND
UNIV LONDON QUEEN MARY COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND
CAIN, CM
[
1
]
COUSINS, RPC
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LONDON QUEEN MARY COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND
UNIV LONDON QUEEN MARY COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND
COUSINS, RPC
[
1
]
COUMBARIDES, G
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LONDON QUEEN MARY COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND
UNIV LONDON QUEEN MARY COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND
COUMBARIDES, G
[
1
]
SIMPKINS, NS
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LONDON QUEEN MARY COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND
UNIV LONDON QUEEN MARY COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND
SIMPKINS, NS
[
1
]
机构
:
[1]
UNIV LONDON QUEEN MARY COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND
来源
:
TETRAHEDRON
|
1990年
/ 46卷
/ 02期
关键词
:
D O I
:
10.1016/S0040-4020(01)85435-1
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
A number of chiral secondary amines have been prepared and used as precursors to the corresponding chiral lithium amide bases. Treatment of either cis-2,6-dimethylcyclohexanone or 4-tert-butylcyclohexanone with a chiral lithium amide, followed by electrophilic quench, gives chiral products in up to 88% enantiomeric excess. The results with 4-tert-butylcyclohexanone are in disagreement with an earlier literature report, giving products of lower enantiomeric excess but higher optical rotation. © 1990.
引用
收藏
页码:523 / 544
页数:22
相关论文
共 28 条
[21]
SIMPKINS NS, 1988, CHEM IND-LONDON, P387
[22]
ASYMMETRIC DEPROTONATION - A NEW ROUTE TO CHIRAL COMPOUNDS
SIMPKINS, NS
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0
引用数:
0
h-index:
0
SIMPKINS, NS
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1986,
(01)
: 88
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90
[23]
SYNTHESIS AND CHIROPTICAL PROPERTIES OF 6-MEMBERED LACTAMS SUBSTITUTED WITH TERT-BUTYL GROUP
TICHY, M
论文数:
0
引用数:
0
h-index:
0
机构:
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
TICHY, M
MALON, P
论文数:
0
引用数:
0
h-index:
0
机构:
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
MALON, P
FRIC, I
论文数:
0
引用数:
0
h-index:
0
机构:
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
FRIC, I
BLAHA, K
论文数:
0
引用数:
0
h-index:
0
机构:
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
BLAHA, K
[J].
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS,
1977,
42
(12)
: 3591
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3604
[24]
ACYLATION OF KETONE SILYL ENOL ETHERS WITH ACID-CHLORIDES - SYNTHESIS OF 1,3-DIKETONES
TIRPAK, RE
论文数:
0
引用数:
0
h-index:
0
机构:
MICHIGAN STATE UNIV,DEPT CHEM,E LANSING,MI 48824
MICHIGAN STATE UNIV,DEPT CHEM,E LANSING,MI 48824
TIRPAK, RE
RATHKE, MW
论文数:
0
引用数:
0
h-index:
0
机构:
MICHIGAN STATE UNIV,DEPT CHEM,E LANSING,MI 48824
MICHIGAN STATE UNIV,DEPT CHEM,E LANSING,MI 48824
RATHKE, MW
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1982,
47
(26)
: 5099
-
5102
[25]
A NOVEL PALLADIUM-CATALYZED PREPARATIVE METHOD OF ALPHA,BETA-UNSATURATED KETONES AND ALDEHYDES FROM SATURATED KETONES AND ALDEHYDES VIA THEIR SILYL ENOL ETHERS
TSUJI, J
论文数:
0
引用数:
0
h-index:
0
TSUJI, J
MINAMI, I
论文数:
0
引用数:
0
h-index:
0
MINAMI, I
SHIMIZU, I
论文数:
0
引用数:
0
h-index:
0
SHIMIZU, I
[J].
TETRAHEDRON LETTERS,
1983,
24
(50)
: 5635
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5638
[26]
ENONE FORMATION FROM ALLYL BETA-KETO-ESTERS, ALKENYL ALLYL CARBONATES, SILYL ENOL ETHERS, AND ENOL ACETATES BY THE PHOSPHINE-FREE PALLADIUM CATALYST
TSUJI, J
论文数:
0
引用数:
0
h-index:
0
TSUJI, J
MINAMI, I
论文数:
0
引用数:
0
h-index:
0
MINAMI, I
SHIMIZU, I
论文数:
0
引用数:
0
h-index:
0
SHIMIZU, I
KATAOKA, H
论文数:
0
引用数:
0
h-index:
0
KATAOKA, H
[J].
CHEMISTRY LETTERS,
1984,
(07)
: 1133
-
1136
[27]
A NEW C2 CHIRAL SECONDARY AMINE
WHITESELL, JK
论文数:
0
引用数:
0
h-index:
0
WHITESELL, JK
MINTON, MA
论文数:
0
引用数:
0
h-index:
0
MINTON, MA
CHEN, KM
论文数:
0
引用数:
0
h-index:
0
CHEN, KM
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(22)
: 5383
-
5384
[28]
ASYMMETRIC INDUCTION .3. ENANTIOSELECTIVE DEPROTONATION BY CHIRAL LITHIUM AMIDE BASES
WHITESELL, JK
论文数:
0
引用数:
0
h-index:
0
WHITESELL, JK
FELMAN, SW
论文数:
0
引用数:
0
h-index:
0
FELMAN, SW
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1980,
45
(04)
: 755
-
756
←
1
2
3
→
共 28 条
[21]
SIMPKINS NS, 1988, CHEM IND-LONDON, P387
[22]
ASYMMETRIC DEPROTONATION - A NEW ROUTE TO CHIRAL COMPOUNDS
SIMPKINS, NS
论文数:
0
引用数:
0
h-index:
0
SIMPKINS, NS
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1986,
(01)
: 88
-
90
[23]
SYNTHESIS AND CHIROPTICAL PROPERTIES OF 6-MEMBERED LACTAMS SUBSTITUTED WITH TERT-BUTYL GROUP
TICHY, M
论文数:
0
引用数:
0
h-index:
0
机构:
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
TICHY, M
MALON, P
论文数:
0
引用数:
0
h-index:
0
机构:
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
MALON, P
FRIC, I
论文数:
0
引用数:
0
h-index:
0
机构:
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
FRIC, I
BLAHA, K
论文数:
0
引用数:
0
h-index:
0
机构:
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
CZECHOSLOVAK ACAD SCI, INST ORGAN CHEM & BIOCHEM, CS-16610 PRAGUE 6, CZECHOSLOVAKIA
BLAHA, K
[J].
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS,
1977,
42
(12)
: 3591
-
3604
[24]
ACYLATION OF KETONE SILYL ENOL ETHERS WITH ACID-CHLORIDES - SYNTHESIS OF 1,3-DIKETONES
TIRPAK, RE
论文数:
0
引用数:
0
h-index:
0
机构:
MICHIGAN STATE UNIV,DEPT CHEM,E LANSING,MI 48824
MICHIGAN STATE UNIV,DEPT CHEM,E LANSING,MI 48824
TIRPAK, RE
RATHKE, MW
论文数:
0
引用数:
0
h-index:
0
机构:
MICHIGAN STATE UNIV,DEPT CHEM,E LANSING,MI 48824
MICHIGAN STATE UNIV,DEPT CHEM,E LANSING,MI 48824
RATHKE, MW
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1982,
47
(26)
: 5099
-
5102
[25]
A NOVEL PALLADIUM-CATALYZED PREPARATIVE METHOD OF ALPHA,BETA-UNSATURATED KETONES AND ALDEHYDES FROM SATURATED KETONES AND ALDEHYDES VIA THEIR SILYL ENOL ETHERS
TSUJI, J
论文数:
0
引用数:
0
h-index:
0
TSUJI, J
MINAMI, I
论文数:
0
引用数:
0
h-index:
0
MINAMI, I
SHIMIZU, I
论文数:
0
引用数:
0
h-index:
0
SHIMIZU, I
[J].
TETRAHEDRON LETTERS,
1983,
24
(50)
: 5635
-
5638
[26]
ENONE FORMATION FROM ALLYL BETA-KETO-ESTERS, ALKENYL ALLYL CARBONATES, SILYL ENOL ETHERS, AND ENOL ACETATES BY THE PHOSPHINE-FREE PALLADIUM CATALYST
TSUJI, J
论文数:
0
引用数:
0
h-index:
0
TSUJI, J
MINAMI, I
论文数:
0
引用数:
0
h-index:
0
MINAMI, I
SHIMIZU, I
论文数:
0
引用数:
0
h-index:
0
SHIMIZU, I
KATAOKA, H
论文数:
0
引用数:
0
h-index:
0
KATAOKA, H
[J].
CHEMISTRY LETTERS,
1984,
(07)
: 1133
-
1136
[27]
A NEW C2 CHIRAL SECONDARY AMINE
WHITESELL, JK
论文数:
0
引用数:
0
h-index:
0
WHITESELL, JK
MINTON, MA
论文数:
0
引用数:
0
h-index:
0
MINTON, MA
CHEN, KM
论文数:
0
引用数:
0
h-index:
0
CHEN, KM
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(22)
: 5383
-
5384
[28]
ASYMMETRIC INDUCTION .3. ENANTIOSELECTIVE DEPROTONATION BY CHIRAL LITHIUM AMIDE BASES
WHITESELL, JK
论文数:
0
引用数:
0
h-index:
0
WHITESELL, JK
FELMAN, SW
论文数:
0
引用数:
0
h-index:
0
FELMAN, SW
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1980,
45
(04)
: 755
-
756
←
1
2
3
→