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Ketone synthesis by intramolecular acylation of organorhodium(I) with ester
被引:126
作者
:
论文数:
引用数:
h-index:
机构:
Miura, T
[
1
]
Sasaki, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Sasaki, T
[
1
]
Nakazawa, H
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Nakazawa, H
[
1
]
Murakami, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Murakami, M
[
1
]
机构
:
[1]
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2005年
/ 127卷
/ 05期
关键词
:
D O I
:
10.1021/ja043123i
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
New cyclization reactions forming cyclic ketones were developed wherein an intermediate organorhodium(I) species underwent intramolecular acylation with an ester group. A 2-norbornanone skeleton is constructed in a single operation through successive multiple carbon-carbon bond formation. The reactions ended up with generation of an alkoxyrhodium(I) species to promote the next catalytic cycle. Copyright © 2005 American Chemical Society.
引用
收藏
页码:1390 / 1391
页数:2
相关论文
共 24 条
[1]
Potassium alkenyl- and aryltrifluoroborates: Stable and efficient agents for rhodium-catalyzed addition to aldehydes and enones
[J].
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
.
ORGANIC LETTERS,
1999,
1
(10)
:1683
-1686
[2]
Rhodium-catalyzed carbon-carbon bond forming reactions of organometallic compounds
[J].
Fagnou, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Fagnou, K
;
Lautens, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Lautens, M
.
CHEMICAL REVIEWS,
2003,
103
(01)
:169
-196
[3]
Rhodium catalysed addition of boronic acids to anhydrides: a new method for the synthesis of ketones
[J].
Frost, CG
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
Frost, CG
;
Wadsworth, KJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
Wadsworth, KJ
.
CHEMICAL COMMUNICATIONS,
2001,
(22)
:2316
-2317
[4]
Fürstner A, 2001, ADV SYNTH CATAL, V343, P343
[5]
Catalytic cycle of rhodium-catalyzed asymmetric 1,4-addition of organoboronic acids.: Arylrhodium, oxa-π-allylrhodium, and hydroxorhodium intermediates
[J].
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Hayashi, T
;
Takahashi, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Takahashi, M
;
Takaya, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Takaya, Y
;
论文数:
引用数:
h-index:
机构:
Ogasawara, M
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(18)
:5052
-5058
[6]
Rhodium-catalyzed hydroarylation of alkynes with arylboronic acids: 1,4-shift of rhodium from 2-aryl-1-alkenylrhodium to 2-alkenylarylrhodium intermediate
[J].
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Hayashi, T
;
Inoue, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Inoue, K
;
Taniguchi, N
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Taniguchi, N
;
论文数:
引用数:
h-index:
机构:
Ogasawara, M
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001,
123
(40)
:9918
-9919
[7]
Rhodium-catalyzed asymmetric 1,4-addition and its related asymmetric reactions
[J].
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Hayashi, T
;
Yamasaki, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Yamasaki, K
.
CHEMICAL REVIEWS,
2003,
103
(08)
:2829
-2844
[8]
N-BOC-L-valine-connected amidomonophosphane rhodium(I) catalyst for asymmetric arylation of N-tosylarylimines with arylboroxines
[J].
Kuriyama, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kuriyama, M
;
Soeta, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Soeta, T
;
Hao, XY
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Hao, XY
;
Chen, O
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Chen, O
;
Tomioka, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Tomioka, K
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2004,
126
(26)
:8128
-8129
[9]
Regioselective rhodium-catalyzed addition of arylboronic acids to alkynes with a pyridine-substituted water-soluble ligand
[J].
Lautens, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Lautens, M
;
Yoshida, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Yoshida, M
.
ORGANIC LETTERS,
2002,
4
(01)
:123
-125
[10]
Rhodium-catalyzed addition/ring-opening reaction of arylboronic acids with cyclobutanones
[J].
Matsuda, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Matsuda, T
;
Makino, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Makino, M
;
Murakami, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Murakami, M
.
ORGANIC LETTERS,
2004,
6
(08)
:1257
-1259
←
1
2
3
→
共 24 条
[1]
Potassium alkenyl- and aryltrifluoroborates: Stable and efficient agents for rhodium-catalyzed addition to aldehydes and enones
[J].
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
.
ORGANIC LETTERS,
1999,
1
(10)
:1683
-1686
[2]
Rhodium-catalyzed carbon-carbon bond forming reactions of organometallic compounds
[J].
Fagnou, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Fagnou, K
;
Lautens, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Lautens, M
.
CHEMICAL REVIEWS,
2003,
103
(01)
:169
-196
[3]
Rhodium catalysed addition of boronic acids to anhydrides: a new method for the synthesis of ketones
[J].
Frost, CG
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
Frost, CG
;
Wadsworth, KJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
Wadsworth, KJ
.
CHEMICAL COMMUNICATIONS,
2001,
(22)
:2316
-2317
[4]
Fürstner A, 2001, ADV SYNTH CATAL, V343, P343
[5]
Catalytic cycle of rhodium-catalyzed asymmetric 1,4-addition of organoboronic acids.: Arylrhodium, oxa-π-allylrhodium, and hydroxorhodium intermediates
[J].
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Hayashi, T
;
Takahashi, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Takahashi, M
;
Takaya, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Takaya, Y
;
论文数:
引用数:
h-index:
机构:
Ogasawara, M
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(18)
:5052
-5058
[6]
Rhodium-catalyzed hydroarylation of alkynes with arylboronic acids: 1,4-shift of rhodium from 2-aryl-1-alkenylrhodium to 2-alkenylarylrhodium intermediate
[J].
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Hayashi, T
;
Inoue, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Inoue, K
;
Taniguchi, N
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Taniguchi, N
;
论文数:
引用数:
h-index:
机构:
Ogasawara, M
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001,
123
(40)
:9918
-9919
[7]
Rhodium-catalyzed asymmetric 1,4-addition and its related asymmetric reactions
[J].
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Hayashi, T
;
Yamasaki, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
Yamasaki, K
.
CHEMICAL REVIEWS,
2003,
103
(08)
:2829
-2844
[8]
N-BOC-L-valine-connected amidomonophosphane rhodium(I) catalyst for asymmetric arylation of N-tosylarylimines with arylboroxines
[J].
Kuriyama, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kuriyama, M
;
Soeta, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Soeta, T
;
Hao, XY
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Hao, XY
;
Chen, O
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Chen, O
;
Tomioka, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Tomioka, K
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2004,
126
(26)
:8128
-8129
[9]
Regioselective rhodium-catalyzed addition of arylboronic acids to alkynes with a pyridine-substituted water-soluble ligand
[J].
Lautens, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Lautens, M
;
Yoshida, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Yoshida, M
.
ORGANIC LETTERS,
2002,
4
(01)
:123
-125
[10]
Rhodium-catalyzed addition/ring-opening reaction of arylboronic acids with cyclobutanones
[J].
Matsuda, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Matsuda, T
;
Makino, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Makino, M
;
Murakami, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Murakami, M
.
ORGANIC LETTERS,
2004,
6
(08)
:1257
-1259
←
1
2
3
→