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Asymmetric synthesis of cyclopropanes from lithiated aryloxiranes and α,β-unsaturated Fischer carbene complexes
被引:31
作者
:
论文数:
引用数:
h-index:
机构:
Capriati, V
Florio, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmaco Chim, I-70126 Bari, Italy
Florio, S
论文数:
引用数:
h-index:
机构:
Luisi, R
Perna, FM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmaco Chim, I-70126 Bari, Italy
Perna, FM
Barluenga, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmaco Chim, I-70126 Bari, Italy
Barluenga, J
机构
:
[1]
Univ Bari, Dipartimento Farmaco Chim, I-70126 Bari, Italy
[2]
Univ Oviedo, CSIC, Inst Univ Quim Organometal Enrique Moles, E-33006 Oviedo, Spain
来源
:
JOURNAL OF ORGANIC CHEMISTRY
|
2005年
/ 70卷
/ 15期
关键词
:
D O I
:
10.1021/jo050443r
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
A diastereo- and enantiospecific formation of tetrasubstituted cyclopropane carbene complexes and cyclopropanecarboxylates from lithiated aryloxiranes and alpha,beta-unsaturated Fischer carbene complexes is described.
引用
收藏
页码:5852 / 5858
页数:7
相关论文
共 30 条
[1]
A new route to diastereomerically pure cyclopropanes utilizing stabilized phosphorus ylides and γ-hydroxy enones derived from 1,2-dioxines:: Mechanistic investigations and scope of reaction
[J].
Avery, TD
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Avery, TD
;
Taylor, DK
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Taylor, DK
;
Tiekink, ERT
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Tiekink, ERT
.
JOURNAL OF ORGANIC CHEMISTRY,
2000,
65
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:5531
-5546
[2]
Synthesis of heterocycles via group VI Fischer carbene complexes
[J].
Barluenga, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, Inst Univ Quim Organometal E Moles, CSIC, Unidad Asociada, E-33006 Oviedo, Spain
Univ Oviedo, Inst Univ Quim Organometal E Moles, CSIC, Unidad Asociada, E-33006 Oviedo, Spain
Barluenga, J
;
论文数:
引用数:
h-index:
机构:
Santamaría, J
;
Tomás, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, Inst Univ Quim Organometal E Moles, CSIC, Unidad Asociada, E-33006 Oviedo, Spain
Univ Oviedo, Inst Univ Quim Organometal E Moles, CSIC, Unidad Asociada, E-33006 Oviedo, Spain
Tomás, M
.
CHEMICAL REVIEWS,
2004,
104
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:2259
-2283
[3]
Carbon nucleophile addition to sp2-unsaturated Fischer carbene complexes
[J].
Barluenga, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Barluenga, J
;
Flórez, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Flórez, J
;
Fañanás, FJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Fañanás, FJ
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
2001,
624
(1-2)
:5
-17
[4]
High-diastereoselective and enantioselective cyclopropanation of alpha,beta-unsaturated Fischer carbene complexes: Synthesis of chiral 1,2-disubstituted and 1,2,5-trisubstituted cyclopropanes
[J].
Barluenga, J
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OVIEDO,INST UNIV QUIM ORGANOMET ENRIQUE MOLES,E-33071 OVIEDO,SPAIN
Barluenga, J
;
Bernad, PL
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OVIEDO,INST UNIV QUIM ORGANOMET ENRIQUE MOLES,E-33071 OVIEDO,SPAIN
Bernad, PL
;
Concellon, JM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OVIEDO,INST UNIV QUIM ORGANOMET ENRIQUE MOLES,E-33071 OVIEDO,SPAIN
Concellon, JM
;
PineraNicolas, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OVIEDO,INST UNIV QUIM ORGANOMET ENRIQUE MOLES,E-33071 OVIEDO,SPAIN
PineraNicolas, A
;
GarciaGranda, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OVIEDO,INST UNIV QUIM ORGANOMET ENRIQUE MOLES,E-33071 OVIEDO,SPAIN
GarciaGranda, S
.
JOURNAL OF ORGANIC CHEMISTRY,
1997,
62
(20)
:6870
-6875
[5]
The electrophilic nature of carbenoids, nitrenoids, and oxenoids
[J].
Boche, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
Boche, G
;
Lohrenz, JCW
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
Lohrenz, JCW
.
CHEMICAL REVIEWS,
2001,
101
(03)
:697
-756
[6]
α-lithiated aryloxiranes:: Useful reactive intermediates
[J].
论文数:
引用数:
h-index:
机构:
Capriati, V
;
Florio, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, ICCOM, CNR, Dipartimento Farmaco Chim, I-70126 Bari, Italy
Univ Bari, ICCOM, CNR, Dipartimento Farmaco Chim, I-70126 Bari, Italy
Florio, S
;
论文数:
引用数:
h-index:
机构:
Luisi, R
.
SYNLETT,
2005,
(09)
:1359
-1369
[7]
Stereospecific synthesis of optically active phenylpropylene oxides
[J].
论文数:
引用数:
h-index:
机构:
Capriati, V
;
Florio, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmacochim, I-70126 Bari, Italy
Florio, S
;
论文数:
引用数:
h-index:
机构:
Luisi, R
;
Nuzzo, I
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmacochim, I-70126 Bari, Italy
Nuzzo, I
.
JOURNAL OF ORGANIC CHEMISTRY,
2004,
69
(10)
:3330
-3335
[8]
Metalation of 2-chloromethyl-2-oxazolines: Synthesis of 1,2,3-tris(oxazolinyl)cyclopropanes and derivatives
[J].
论文数:
引用数:
h-index:
机构:
Capriati, V
;
Florio, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmaco Chim, Ctr CNR, MISO, I-70125 Bari, Italy
Univ Bari, Dipartimento Farmaco Chim, Ctr CNR, MISO, I-70125 Bari, Italy
Florio, S
;
论文数:
引用数:
h-index:
机构:
Luisi, R
;
Rocchetti, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmaco Chim, Ctr CNR, MISO, I-70125 Bari, Italy
Univ Bari, Dipartimento Farmaco Chim, Ctr CNR, MISO, I-70125 Bari, Italy
Rocchetti, MT
.
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(03)
:759
-763
[9]
Oxiranyl anion-mediated synthesis of highly enantiomerically enriched styrene oxide derivatives
[J].
论文数:
引用数:
h-index:
机构:
Capriati, V
;
Florio, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farm Chim, CNR, ICCOM,Sezion Bari, I-70126 Bari, Italy
Univ Bari, Dipartimento Farm Chim, CNR, ICCOM,Sezion Bari, I-70126 Bari, Italy
Florio, S
;
论文数:
引用数:
h-index:
机构:
Luisi, R
;
Salomone, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farm Chim, CNR, ICCOM,Sezion Bari, I-70126 Bari, Italy
Univ Bari, Dipartimento Farm Chim, CNR, ICCOM,Sezion Bari, I-70126 Bari, Italy
Salomone, A
.
ORGANIC LETTERS,
2002,
4
(14)
:2445
-2448
[10]
Chemla F., 2004, CHEM ORGANOLITHIUM C, V2, P1165
←
1
2
3
→
共 30 条
[1]
A new route to diastereomerically pure cyclopropanes utilizing stabilized phosphorus ylides and γ-hydroxy enones derived from 1,2-dioxines:: Mechanistic investigations and scope of reaction
[J].
Avery, TD
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Avery, TD
;
Taylor, DK
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Taylor, DK
;
Tiekink, ERT
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
Tiekink, ERT
.
JOURNAL OF ORGANIC CHEMISTRY,
2000,
65
(18)
:5531
-5546
[2]
Synthesis of heterocycles via group VI Fischer carbene complexes
[J].
Barluenga, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, Inst Univ Quim Organometal E Moles, CSIC, Unidad Asociada, E-33006 Oviedo, Spain
Univ Oviedo, Inst Univ Quim Organometal E Moles, CSIC, Unidad Asociada, E-33006 Oviedo, Spain
Barluenga, J
;
论文数:
引用数:
h-index:
机构:
Santamaría, J
;
Tomás, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, Inst Univ Quim Organometal E Moles, CSIC, Unidad Asociada, E-33006 Oviedo, Spain
Univ Oviedo, Inst Univ Quim Organometal E Moles, CSIC, Unidad Asociada, E-33006 Oviedo, Spain
Tomás, M
.
CHEMICAL REVIEWS,
2004,
104
(05)
:2259
-2283
[3]
Carbon nucleophile addition to sp2-unsaturated Fischer carbene complexes
[J].
Barluenga, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Barluenga, J
;
Flórez, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Flórez, J
;
Fañanás, FJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, E-33071 Oviedo, Spain
Fañanás, FJ
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
2001,
624
(1-2)
:5
-17
[4]
High-diastereoselective and enantioselective cyclopropanation of alpha,beta-unsaturated Fischer carbene complexes: Synthesis of chiral 1,2-disubstituted and 1,2,5-trisubstituted cyclopropanes
[J].
Barluenga, J
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OVIEDO,INST UNIV QUIM ORGANOMET ENRIQUE MOLES,E-33071 OVIEDO,SPAIN
Barluenga, J
;
Bernad, PL
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OVIEDO,INST UNIV QUIM ORGANOMET ENRIQUE MOLES,E-33071 OVIEDO,SPAIN
Bernad, PL
;
Concellon, JM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OVIEDO,INST UNIV QUIM ORGANOMET ENRIQUE MOLES,E-33071 OVIEDO,SPAIN
Concellon, JM
;
PineraNicolas, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OVIEDO,INST UNIV QUIM ORGANOMET ENRIQUE MOLES,E-33071 OVIEDO,SPAIN
PineraNicolas, A
;
GarciaGranda, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV OVIEDO,INST UNIV QUIM ORGANOMET ENRIQUE MOLES,E-33071 OVIEDO,SPAIN
GarciaGranda, S
.
JOURNAL OF ORGANIC CHEMISTRY,
1997,
62
(20)
:6870
-6875
[5]
The electrophilic nature of carbenoids, nitrenoids, and oxenoids
[J].
Boche, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
Boche, G
;
Lohrenz, JCW
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
Lohrenz, JCW
.
CHEMICAL REVIEWS,
2001,
101
(03)
:697
-756
[6]
α-lithiated aryloxiranes:: Useful reactive intermediates
[J].
论文数:
引用数:
h-index:
机构:
Capriati, V
;
Florio, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, ICCOM, CNR, Dipartimento Farmaco Chim, I-70126 Bari, Italy
Univ Bari, ICCOM, CNR, Dipartimento Farmaco Chim, I-70126 Bari, Italy
Florio, S
;
论文数:
引用数:
h-index:
机构:
Luisi, R
.
SYNLETT,
2005,
(09)
:1359
-1369
[7]
Stereospecific synthesis of optically active phenylpropylene oxides
[J].
论文数:
引用数:
h-index:
机构:
Capriati, V
;
Florio, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmacochim, I-70126 Bari, Italy
Florio, S
;
论文数:
引用数:
h-index:
机构:
Luisi, R
;
Nuzzo, I
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmacochim, I-70126 Bari, Italy
Nuzzo, I
.
JOURNAL OF ORGANIC CHEMISTRY,
2004,
69
(10)
:3330
-3335
[8]
Metalation of 2-chloromethyl-2-oxazolines: Synthesis of 1,2,3-tris(oxazolinyl)cyclopropanes and derivatives
[J].
论文数:
引用数:
h-index:
机构:
Capriati, V
;
Florio, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmaco Chim, Ctr CNR, MISO, I-70125 Bari, Italy
Univ Bari, Dipartimento Farmaco Chim, Ctr CNR, MISO, I-70125 Bari, Italy
Florio, S
;
论文数:
引用数:
h-index:
机构:
Luisi, R
;
Rocchetti, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farmaco Chim, Ctr CNR, MISO, I-70125 Bari, Italy
Univ Bari, Dipartimento Farmaco Chim, Ctr CNR, MISO, I-70125 Bari, Italy
Rocchetti, MT
.
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(03)
:759
-763
[9]
Oxiranyl anion-mediated synthesis of highly enantiomerically enriched styrene oxide derivatives
[J].
论文数:
引用数:
h-index:
机构:
Capriati, V
;
Florio, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farm Chim, CNR, ICCOM,Sezion Bari, I-70126 Bari, Italy
Univ Bari, Dipartimento Farm Chim, CNR, ICCOM,Sezion Bari, I-70126 Bari, Italy
Florio, S
;
论文数:
引用数:
h-index:
机构:
Luisi, R
;
Salomone, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bari, Dipartimento Farm Chim, CNR, ICCOM,Sezion Bari, I-70126 Bari, Italy
Univ Bari, Dipartimento Farm Chim, CNR, ICCOM,Sezion Bari, I-70126 Bari, Italy
Salomone, A
.
ORGANIC LETTERS,
2002,
4
(14)
:2445
-2448
[10]
Chemla F., 2004, CHEM ORGANOLITHIUM C, V2, P1165
←
1
2
3
→