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Remarkably stable (Me3Al)2•DABCO and stereoselective nickel-catalyzed AlR3 (R = Me, Et) additions to aldehydes
被引:106
作者
:
Biswas, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
Biswas, K
[
1
]
Prieto, O
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
Prieto, O
[
1
]
Goldsmith, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
Goldsmith, PJ
[
1
]
论文数:
引用数:
h-index:
机构:
Woodward, S
[
1
]
机构
:
[1]
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2005年
/ 44卷
/ 15期
关键词
:
aluminum;
asymmetric catalysis;
Lewis bases;
nickel;
phosphoramidites;
D O I
:
10.1002/anie.200462569
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) Weigh it out in air! The DABAL reagent (Me3Al)2·(DABCO) (DABCO = 1,4-diazabicyclo[2.2.2] octane) can be easily handled under normal laboratory conditions. Furthermore, chiral secondary alcohols can be efficiently prepared from prochiral aldehydes (see scheme; TOF = turnover frequency) by using either DABAL or AIR3 reagents (R = Me, Et). Thus, DABAL can be used as an efficient, convenient alternative to the Schumann-Blum reagent. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2232 / 2234
页数:3
相关论文
共 25 条
[1]
Baidossi W, 1996, SYNTHESIS-STUTTGART, P1127
[2]
Potassium alkenyl- and aryltrifluoroborates: Stable and efficient agents for rhodium-catalyzed addition to aldehydes and enones
Batey, RA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Batey, RA
Thadani, AN
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Thadani, AN
Smil, DV
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Smil, DV
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Blake AJ, 2000, CHEM-EUR J, V6, P3586, DOI 10.1002/1521-3765(20001002)6:19<3586::AID-CHEM3586>3.0.CO
[4]
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Catalyzed asymmetric aryl transfer reactions to aldehydes with boronic acids as aryl source
Bolm, C
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0
引用数:
0
h-index:
0
机构:
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Bolm, C
Rudolph, J
论文数:
0
引用数:
0
h-index:
0
机构:
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Rudolph, J
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Börner C, 2001, EUR J ORG CHEM, V2001, P2435
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INTERACTIONS OF 1,4-DIAZABICYCLO[2.2.2]OCTANE WITH GROUP-III METAL TRIMETHYLS - STRUCTURES OF ME3M.N(C2H4)3N.MME3 (M = AL, GA)
BRADFORD, AM
论文数:
0
引用数:
0
h-index:
0
机构:
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
BRADFORD, AM
BRADLEY, DC
论文数:
0
引用数:
0
h-index:
0
机构:
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
BRADLEY, DC
HURSTHOUSE, MB
论文数:
0
引用数:
0
h-index:
0
机构:
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
HURSTHOUSE, MB
MOTEVALLI, M
论文数:
0
引用数:
0
h-index:
0
机构:
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
MOTEVALLI, M
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P-chiral, monodentate ferrocenyl phosphines, novel ligands for asymmetric catalysis
Colby, EA
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Colby, EA
Jamison, TF
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Jamison, TF
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2003,
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166
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2,2′-bipyridine, 2-(2-oxazolyl)pyridine and 2,2′-bisoxazole derived nickel(0) complexes as selective catalysts for cross-coupling of aryl chlorides by intramolecularly stabilized dialkylaluminum reagents
Gelman, D
论文数:
0
引用数:
0
h-index:
0
机构:
Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany
Gelman, D
Dechert, S
论文数:
0
引用数:
0
h-index:
0
机构:
Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany
Dechert, S
Schumann, H
论文数:
0
引用数:
0
h-index:
0
机构:
Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany
Schumann, H
Blum, J
论文数:
0
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0
h-index:
0
机构:
Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany
Blum, J
[J].
INORGANICA CHIMICA ACTA,
2002,
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1-Trifluoromethylvinylsilane as a CF2=C--CH2+ synthon:: Synthesis of functionalized 1,1-difluoro-1-alkenes via isolable 2,2-difluorovinylsilanes
Ichikawa, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Ichikawa, J
Fukui, H
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Fukui, H
Ishibashi, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Ishibashi, Y
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2003,
68
(20)
: 7800
-
7805
←
1
2
3
→
共 25 条
[1]
Baidossi W, 1996, SYNTHESIS-STUTTGART, P1127
[2]
Potassium alkenyl- and aryltrifluoroborates: Stable and efficient agents for rhodium-catalyzed addition to aldehydes and enones
Batey, RA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Batey, RA
Thadani, AN
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Thadani, AN
Smil, DV
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
Smil, DV
[J].
ORGANIC LETTERS,
1999,
1
(10)
: 1683
-
1686
[3]
Blake AJ, 2000, CHEM-EUR J, V6, P3586, DOI 10.1002/1521-3765(20001002)6:19<3586::AID-CHEM3586>3.0.CO
[4]
2-S
[5]
Catalyzed asymmetric aryl transfer reactions to aldehydes with boronic acids as aryl source
Bolm, C
论文数:
0
引用数:
0
h-index:
0
机构:
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Bolm, C
Rudolph, J
论文数:
0
引用数:
0
h-index:
0
机构:
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Rudolph, J
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(50)
: 14850
-
14851
[6]
Börner C, 2001, EUR J ORG CHEM, V2001, P2435
[7]
INTERACTIONS OF 1,4-DIAZABICYCLO[2.2.2]OCTANE WITH GROUP-III METAL TRIMETHYLS - STRUCTURES OF ME3M.N(C2H4)3N.MME3 (M = AL, GA)
BRADFORD, AM
论文数:
0
引用数:
0
h-index:
0
机构:
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
BRADFORD, AM
BRADLEY, DC
论文数:
0
引用数:
0
h-index:
0
机构:
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
BRADLEY, DC
HURSTHOUSE, MB
论文数:
0
引用数:
0
h-index:
0
机构:
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
HURSTHOUSE, MB
MOTEVALLI, M
论文数:
0
引用数:
0
h-index:
0
机构:
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
QUEEN MARY & WESTFIELD COLL,DEPT CHEM,MILE END RD,LONDON E1 4NS,ENGLAND
MOTEVALLI, M
[J].
ORGANOMETALLICS,
1992,
11
(01)
: 111
-
115
[8]
P-chiral, monodentate ferrocenyl phosphines, novel ligands for asymmetric catalysis
Colby, EA
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Colby, EA
Jamison, TF
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Jamison, TF
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2003,
68
(01)
: 156
-
166
[9]
2,2′-bipyridine, 2-(2-oxazolyl)pyridine and 2,2′-bisoxazole derived nickel(0) complexes as selective catalysts for cross-coupling of aryl chlorides by intramolecularly stabilized dialkylaluminum reagents
Gelman, D
论文数:
0
引用数:
0
h-index:
0
机构:
Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany
Gelman, D
Dechert, S
论文数:
0
引用数:
0
h-index:
0
机构:
Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany
Dechert, S
Schumann, H
论文数:
0
引用数:
0
h-index:
0
机构:
Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany
Schumann, H
Blum, J
论文数:
0
引用数:
0
h-index:
0
机构:
Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany
Blum, J
[J].
INORGANICA CHIMICA ACTA,
2002,
334
: 149
-
158
[10]
1-Trifluoromethylvinylsilane as a CF2=C--CH2+ synthon:: Synthesis of functionalized 1,1-difluoro-1-alkenes via isolable 2,2-difluorovinylsilanes
Ichikawa, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Ichikawa, J
Fukui, H
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Fukui, H
Ishibashi, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Ishibashi, Y
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2003,
68
(20)
: 7800
-
7805
←
1
2
3
→