共 89 条
Direct catalytic enantioselective α-aminoxylation of ketones:: A stereoselective synthesis of α-hydroxy and α,α′-dihydroxy ketones
被引:226
作者:

Bogevig, A
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机构:
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

Sundén, H
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机构:
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

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机构:
机构:
[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
关键词:
asymmetric catalysis;
ketones;
oxidation;
proline;
D O I:
10.1002/anie.200353018
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
Proline-catalyzed reactions between unmodified ketones and nitrosobenzene proceed with excellent diastereo- and enantioselectivities to provide protected α-hydroxy and α,α′-dihydroxy ketones [Eq. (1)]. Such compounds with chiral α-hydroxy carbonyl units are crucial in natural product synthesis.
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页码:1109 / 1112
页数:4
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共 89 条
[61]
Proline-catalyzed direct asymmetric aldol reactions
[J].
List, B
;
Lerner, RA
;
Barbas, CF
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000, 122 (10)
:2395-2396

List, B
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

Lerner, RA
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
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
[62]
Efficient proline-catalyzed Michael additions of unmodified ketones to nitro olefins
[J].
List, B
;
Pojarliev, P
;
Martin, HJ
.
ORGANIC LETTERS,
2001, 3 (16)
:2423-2425

List, B
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

Pojarliev, P
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

Martin, HJ
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[63]
Direct catalytic asymmetric α-amination of aldehydes
[J].
List, B
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002, 124 (20)
:5656-5657

List, B
论文数: 0 引用数: 0
h-index: 0
机构:
Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA
[64]
The proline-catalyzed direct asymmetric three-component Mannich reaction: Scope, optimization, and application to the highly enantioselective synthesis of 1,2-amino alcohols
[J].
List, B
;
Pojarliev, P
;
Biller, WT
;
Martin, HJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002, 124 (05)
:827-833

List, B
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA

Pojarliev, P
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA

Biller, WT
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA

Martin, HJ
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA
[65]
Proline-catalyzed asymmetric aldol reactions between ketones and α-unsubstituted aldehydes
[J].
List, B
;
Pojarliev, P
;
Castello, C
.
ORGANIC LETTERS,
2001, 3 (04)
:573-575

List, B
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

Pojarliev, P
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

Castello, C
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[66]
The direct catalytic asymmetric three-component Mannich reaction
[J].
List, B
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000, 122 (38)
:9336-9337

List, B
论文数: 0 引用数: 0
h-index: 0
机构: Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA
[67]
Catalytic enantioselective synthesis of α-aminooxy and α-hydroxy ketone using nitrosobenzene
[J].
Momiyama, N
;
Yamamoto, H
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003, 125 (20)
:6038-6039

Momiyama, N
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA Univ Chicago, Dept Chem, Chicago, IL 60637 USA

Yamamoto, H
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA Univ Chicago, Dept Chem, Chicago, IL 60637 USA
[68]
The first direct and enantioselective cross-aldol reaction of aldehydes
[J].
Northrup, AB
;
MacMillan, DWC
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002, 124 (24)
:6798-6799

Northrup, AB
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
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
[69]
The first general enantioselective catalytic Diels-Alder reaction with simple α,β-unsaturated ketones
[J].
Northrup, AB
;
MacMillan, DWC
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002, 124 (11)
:2458-2460

Northrup, AB
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
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
[70]
Amine-catalyzed direct asymmetric Mannich-type reactions
[J].
Notz, W
;
Sakthivel, K
;
Bui, T
;
Zhong, GF
;
Barbas, CF
.
TETRAHEDRON LETTERS,
2001, 42 (02)
:199-201

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

Sakthivel, K
论文数: 0 引用数: 0
h-index: 0
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Bui, T
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Zhong, GF
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Barbas, CF
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