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Direct asymmetric α-fluorination of aldehydes
被引:290
作者
:
Steiner, DD
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Steiner, DD
Mase, N
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Mase, N
Barbas, CF
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Barbas, CF
机构
:
[1]
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[2]
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[3]
Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2005年
/ 44卷
/ 24期
关键词
:
D O I
:
10.1002/anie.200500571
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) Linear and branched aldehydes are asymmetrically α-fluorinated with L-proline and pyrrolidine-based organocatalysts (see scheme; NFSi: N-fluorobenzenesulfonamide). In the first case, yields and enantioselectivities were high; in the second, the yields remained high and the enantioselectivities were moderate. Significantly, linear aldehydes were only monofluorinated. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3706 / 3710
页数:5
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→
共 55 条
[1]
Selectfluor™ reagent F-TEDA-BF4 in action:: Tamed fluorine at your service
Banks, RE
论文数:
0
引用数:
0
h-index:
0
机构:
UMIST, Dept Chem, Manchester M60 1QD, Lancs, England
UMIST, Dept Chem, Manchester M60 1QD, Lancs, England
Banks, RE
[J].
JOURNAL OF FLUORINE CHEMISTRY,
1998,
87
(01)
: 1
-
17
[2]
DEOXYRIBOSE-5-PHOSPHATE ALDOLASE AS A SYNTHETIC CATALYST
BARBAS, CF
论文数:
0
引用数:
0
h-index:
0
机构:
SCRIPPS CLIN & RES FDN,RES INST,DEPT CHEM,LA JOLLA,CA 92037
SCRIPPS CLIN & RES FDN,RES INST,DEPT CHEM,LA JOLLA,CA 92037
BARBAS, CF
WANG, YF
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h-index:
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SCRIPPS CLIN & RES FDN,RES INST,DEPT CHEM,LA JOLLA,CA 92037
WANG, YF
WONG, CH
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引用数:
0
h-index:
0
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SCRIPPS CLIN & RES FDN,RES INST,DEPT CHEM,LA JOLLA,CA 92037
SCRIPPS CLIN & RES FDN,RES INST,DEPT CHEM,LA JOLLA,CA 92037
WONG, CH
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1990,
112
(05)
: 2013
-
2014
[3]
Catalytic direct asymmetric Michael reactions: Taming naked aldehyde donors
Betancort, JM
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Betancort, JM
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论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Barbas, CF
[J].
ORGANIC LETTERS,
2001,
3
(23)
: 3737
-
3740
[4]
Direct and enantioselective organocatalytic α-chlorination of aldehydes
Brochu, MP
论文数:
0
引用数:
0
h-index:
0
机构:
CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA
CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA
Brochu, MP
Brown, SP
论文数:
0
引用数:
0
h-index:
0
机构:
CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA
CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA
Brown, SP
MacMillan, DWC
论文数:
0
引用数:
0
h-index:
0
机构:
CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA
CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA
MacMillan, DWC
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2004,
126
(13)
: 4108
-
4109
[5]
Design, synthesis, and evaluation of a novel class of enantioselective electrophilic fluorinating agents:: N-fluoro ammonium salts of cinchona alkaloids (F-CA-BF4)
Cahard, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rouen, IRCOF, UPRESA 6014, F-76821 Mt St Aignan, France
Cahard, D
Audouard, C
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rouen, IRCOF, UPRESA 6014, F-76821 Mt St Aignan, France
Audouard, C
Plaquevent, JC
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rouen, IRCOF, UPRESA 6014, F-76821 Mt St Aignan, France
Plaquevent, JC
Roques, N
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rouen, IRCOF, UPRESA 6014, F-76821 Mt St Aignan, France
Roques, N
[J].
ORGANIC LETTERS,
2000,
2
(23)
: 3699
-
3701
[6]
Asymmetric synthesis of quaternary α- and β-amino acids and β-lactams via proline-catalyzed Mannich reactions with branched aldehyde donors
Chowdari, NS
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Chowdari, NS
Suri, JT
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Suri, JT
Barbas, CF
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Barbas, CF
[J].
ORGANIC LETTERS,
2004,
6
(15)
: 2507
-
2510
[7]
A highly enantioselective route to either enantiomer of both α- and β-amino acid derivatives
Córdova, A
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Córdova, A
Watanabe, S
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Watanabe, S
Tanaka, F
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Tanaka, F
Notz, W
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Notz, W
Barbas, CF
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Barbas, CF
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(09)
: 1866
-
1867
[8]
A highly enantioselective amino acid-catalyzed route to functionalized α-amino acids
Córdova, A
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Córdova, A
Notz, W
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Notz, W
Zhong, GF
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Zhong, GF
Betancort, JM
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Betancort, JM
Barbas, CF
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Barbas, CF
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(09)
: 1842
-
1843
[9]
Dalko P.I., 2004, ANGEW CHEM, V116, P5248, DOI DOI 10.1002/ANGE.200400650
[10]
In the golden age of organocatalysis
Dalko, PI
论文数:
0
引用数:
0
h-index:
0
机构:
ESPCI, CNRS, Rech Organ Lab, F-75231 Paris 05, France
Dalko, PI
Moisan, L
论文数:
0
引用数:
0
h-index:
0
机构:
ESPCI, CNRS, Rech Organ Lab, F-75231 Paris 05, France
Moisan, L
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2004,
43
(39)
: 5138
-
5175
←
1
2
3
4
5
6
→