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Total synthesis of (±)-crinine via the regioselective stille coupling and Diels-Alder reaction of 3,5-dibromo-2-pyrone
被引:54
作者
:
Tam, Nguyen Thanh
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Tam, Nguyen Thanh
[
1
]
Cho, Cheon-Gyu
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Cho, Cheon-Gyu
[
1
]
机构
:
[1]
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
来源
:
ORGANIC LETTERS
|
2008年
/ 10卷
/ 04期
关键词
:
D O I
:
10.1021/ol702907u
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
The regioselective synthesis and Diels-Alder cycloaddition of 3-(3,4-methylenedioxyphenyl)-5-bromo-2-pyrone provided a new synthetic route to crinine. The vinyl bromide group can be used as a handle for further derivatization.
引用
收藏
页码:601 / 603
页数:3
相关论文
共 24 条
[1]
Diels-Alder cycloadditions of 3,5-dibromo-2-pyrone: A new ambident diene
[J].
Cho, CG
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Cho, CG
;
Kim, YW
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Kim, YW
;
Lim, YK
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Lim, YK
;
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论文数:
0
引用数:
0
h-index:
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机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Park, JS
;
Lee, H
论文数:
0
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h-index:
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Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Lee, H
;
Koo, S
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0
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0
h-index:
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机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
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Tandem Diels-Alder cycloadditions of 2-pyrone-5-acrylates for the efficient synthesis of novel tetracyclolactones
[J].
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0
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机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Chung, Soo-Im
;
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0
引用数:
0
h-index:
0
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Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Seo, Joobeom
;
Cho, Cheon-Gyu
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Cho, Cheon-Gyu
.
JOURNAL OF ORGANIC CHEMISTRY,
2006,
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[J].
JEFFS, PW
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
JEFFS, PW
;
CAMPBELL, HF
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
CAMPBELL, HF
;
FARRIER, DS
论文数:
0
引用数:
0
h-index:
0
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DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
FARRIER, DS
;
GANGULI, G
论文数:
0
引用数:
0
h-index:
0
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DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
GANGULI, G
;
MARTIN, NH
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
MARTIN, NH
;
MOLINA, G
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
MOLINA, G
.
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Diels-Alder cycloadditions of 3-phenylamino-5-bromo-2-pyrone for the synthesis of constrained α-amino acid derivatives
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0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Kim, WS
;
Lee, JH
论文数:
0
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0
h-index:
0
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Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Lee, JH
;
Kang, J
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0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Kang, J
;
Cho, CG
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0
引用数:
0
h-index:
0
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Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Cho, CG
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TETRAHEDRON LETTERS,
2004,
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-1687
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Regioselectivity in the Stille coupling reactions of 3,5-dibromo-2-pyrone
[J].
Kim, WS
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0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Kim, WS
;
Kim, HJ
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0
引用数:
0
h-index:
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Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Kim, HJ
;
Cho, CG
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0
引用数:
0
h-index:
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机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Cho, CG
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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Desymmetrization of cyclohexa-2,5-dienes through a diastereoselective protonation-hydroamination cascade
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Univ Bordeaux 1, Chim Organ & Organomet Lab, F-33405 Talence, France
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TOTAL SYNTHESES OF (+/-)-CRININE AND (+/-)-BUPHANISINE
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PHYTOCHEMISTRY,
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-1074
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MENDELSON, LT
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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1
2
3
→
共 24 条
[1]
Diels-Alder cycloadditions of 3,5-dibromo-2-pyrone: A new ambident diene
[J].
Cho, CG
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Cho, CG
;
Kim, YW
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Kim, YW
;
Lim, YK
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Lim, YK
;
Park, JS
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Park, JS
;
Lee, H
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Lee, H
;
Koo, S
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Koo, S
.
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(01)
:290
-293
[2]
Tandem Diels-Alder cycloadditions of 2-pyrone-5-acrylates for the efficient synthesis of novel tetracyclolactones
[J].
Chung, Soo-Im
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Chung, Soo-Im
;
Seo, Joobeom
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Seo, Joobeom
;
Cho, Cheon-Gyu
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Hanyang Univ, Dept Chem, Seoul 131791, South Korea
Cho, Cheon-Gyu
.
JOURNAL OF ORGANIC CHEMISTRY,
2006,
71
(17)
:6701
-6704
[3]
SCELETIUM ALKALOIDS .5. INCORPORATION OF PHENYLALANINE AND EXAMINATION OF NORBELLADINES AS PRECURSORS OF MESEMBRINE ALKALOIDS
[J].
JEFFS, PW
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
JEFFS, PW
;
CAMPBELL, HF
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
CAMPBELL, HF
;
FARRIER, DS
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
FARRIER, DS
;
GANGULI, G
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
GANGULI, G
;
MARTIN, NH
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
MARTIN, NH
;
MOLINA, G
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
MOLINA, G
.
PHYTOCHEMISTRY,
1974,
13
(06)
:933
-945
[4]
Kim HY, 2007, PROG HET CH, V18, P1
[5]
Diels-Alder cycloadditions of 3-phenylamino-5-bromo-2-pyrone for the synthesis of constrained α-amino acid derivatives
[J].
Kim, WS
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Kim, WS
;
Lee, JH
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Lee, JH
;
Kang, J
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Kang, J
;
Cho, CG
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Cho, CG
.
TETRAHEDRON LETTERS,
2004,
45
(08)
:1683
-1687
[6]
Regioselectivity in the Stille coupling reactions of 3,5-dibromo-2-pyrone
[J].
Kim, WS
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Kim, WS
;
Kim, HJ
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Kim, HJ
;
Cho, CG
论文数:
0
引用数:
0
h-index:
0
机构:
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Hanyang Univ, Dept Chem, Seoul 133791, South Korea
Cho, CG
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(47)
:14288
-14289
[7]
Desymmetrization of cyclohexa-2,5-dienes through a diastereoselective protonation-hydroamination cascade
[J].
Lebeuf, Raphael
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bordeaux 1, Chim Organ & Organomet Lab, F-33405 Talence, France
Lebeuf, Raphael
;
Robert, Frederic
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bordeaux 1, Chim Organ & Organomet Lab, F-33405 Talence, France
Robert, Frederic
;
Schenk, Kurt
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bordeaux 1, Chim Organ & Organomet Lab, F-33405 Talence, France
Schenk, Kurt
;
Landais, Yannick
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bordeaux 1, Chim Organ & Organomet Lab, F-33405 Talence, France
Landais, Yannick
.
ORGANIC LETTERS,
2006,
8
(21)
:4755
-4758
[8]
TOTAL SYNTHESES OF (+/-)-CRININE AND (+/-)-BUPHANISINE
[J].
MARTIN, SF
论文数:
0
引用数:
0
h-index:
0
MARTIN, SF
;
CAMPBELL, CL
论文数:
0
引用数:
0
h-index:
0
CAMPBELL, CL
.
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(14)
:3184
-3190
[9]
Selective apoptosis-inducing activity of crinum-type Amaryllidaceae alkaloids
[J].
McNulty, James
论文数:
0
引用数:
0
h-index:
0
机构:
McMaster Univ, Dept Chem, Hamilton, ON L8S 4M1, Canada
McNulty, James
;
Nair, Jerald J.
论文数:
0
引用数:
0
h-index:
0
机构:
McMaster Univ, Dept Chem, Hamilton, ON L8S 4M1, Canada
Nair, Jerald J.
;
Codina, Carles
论文数:
0
引用数:
0
h-index:
0
机构:
McMaster Univ, Dept Chem, Hamilton, ON L8S 4M1, Canada
Codina, Carles
;
Bastida, Jaume
论文数:
0
引用数:
0
h-index:
0
机构:
McMaster Univ, Dept Chem, Hamilton, ON L8S 4M1, Canada
Bastida, Jaume
;
论文数:
引用数:
h-index:
机构:
Pandey, Siyaram
;
Gerasimoff, Jenny
论文数:
0
引用数:
0
h-index:
0
机构:
McMaster Univ, Dept Chem, Hamilton, ON L8S 4M1, Canada
Gerasimoff, Jenny
;
Griffin, Carly
论文数:
0
引用数:
0
h-index:
0
机构:
McMaster Univ, Dept Chem, Hamilton, ON L8S 4M1, Canada
Griffin, Carly
.
PHYTOCHEMISTRY,
2007,
68
(07)
:1068
-1074
[10]
SYNTHESIS APPLICATIONS OF AZA-COPE REARRANGEMENTS .5. A STEREOSELECTIVE SYNTHESIS OF CIS-3A-ARYLOCTAHYDROINDOLES AND A NEW SHORT ENTRY TO AMARYLLIDACEAE ALKALOIDS
[J].
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
OVERMAN, LE
;
MENDELSON, LT
论文数:
0
引用数:
0
h-index:
0
MENDELSON, LT
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1981,
103
(18)
:5579
-5581
←
1
2
3
→