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Enantiospecific synthesis of (-)-trachyspic acid
被引:15
作者
:
Zammit, SC
论文数:
0
引用数:
0
h-index:
0
机构:
School of Chemistry, Bio21 Institute, University of Melbourne, Vic. 3010
Zammit, SC
White, JM
论文数:
0
引用数:
0
h-index:
0
机构:
School of Chemistry, Bio21 Institute, University of Melbourne, Vic. 3010
White, JM
Rizzacasa, MA
论文数:
0
引用数:
0
h-index:
0
机构:
School of Chemistry, Bio21 Institute, University of Melbourne, Vic. 3010
Rizzacasa, MA
机构
:
[1]
School of Chemistry, Bio21 Institute, University of Melbourne, Vic. 3010
来源
:
ORGANIC & BIOMOLECULAR CHEMISTRY
|
2005年
/ 3卷
/ 11期
关键词
:
Alkyne homologation - Enantiospecific synthesis - Heparanase inhibitors - Trachyspic acid;
D O I
:
10.1039/b504258e
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
The enantiospecific synthesis of (-)-trachyspic acid ( 1) is presented. This has allowed for the assignment of the absolute configuration of natural (+)-trachyspic acid as 3S, 4S, 6S.
引用
收藏
页码:2073 / 2074
页数:2
相关论文
共 12 条
[1]
CONVENIENT GENERAL-METHOD FOR THE PREPARATION OF PRIMARY ALKYLLITHIUMS BY LITHIUM IODINE EXCHANGE
BAILEY, WF
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Connecticut, Storrs
BAILEY, WF
PUNZALAN, ER
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Connecticut, Storrs
PUNZALAN, ER
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(19)
: 5404
-
5406
[2]
COREY EJ, 1972, TETRAHEDRON LETT, P3769
[3]
Enantiospecific synthesis of the phospholipase A2 inhibitors (-)-cinatrin C1 and (+)-cinatrin C3
Cuzzupe, AN
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Cuzzupe, AN
Di Florio, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Di Florio, R
White, JM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
White, JM
Rizzacasa, MA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Rizzacasa, MA
[J].
ORGANIC & BIOMOLECULAR CHEMISTRY,
2003,
1
(20)
: 3572
-
3577
[4]
Enantiospecific synthesis of the phospholipase A2 inhibitor (-)-cinatrin B
Cuzzupe, AN
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Cuzzupe, AN
Di Florio, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Di Florio, R
Rizzacasa, MA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Rizzacasa, MA
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(13)
: 4392
-
4398
[5]
Di Florio R, 1998, J ORG CHEM, V63, P8595
[6]
STEREOSELECTIVITY OF ADDITION OF ORGANOMETALLIC REAGENTS TO PENTODIALDO-1,4-FURANOSES - SYNTHESIS OF L-AXENOSE AND D-EVERMICOSE FROM A COMMON INTERMEDIATE
GIULIANO, RM
论文数:
0
引用数:
0
h-index:
0
机构:
RW JOHNSON PHARMACEUT RES INST,DEPT CHEM DEV,SPRING HOUSE,PA 19477
RW JOHNSON PHARMACEUT RES INST,DEPT CHEM DEV,SPRING HOUSE,PA 19477
GIULIANO, RM
VILLANI, FJ
论文数:
0
引用数:
0
h-index:
0
机构:
RW JOHNSON PHARMACEUT RES INST,DEPT CHEM DEV,SPRING HOUSE,PA 19477
RW JOHNSON PHARMACEUT RES INST,DEPT CHEM DEV,SPRING HOUSE,PA 19477
VILLANI, FJ
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1995,
60
(01)
: 202
-
211
[7]
Total synthesis of (±)-trachyspic acid and determination of the relative configuration
Hirai, K
论文数:
0
引用数:
0
h-index:
0
机构:
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Hirai, K
Ooi, H
论文数:
0
引用数:
0
h-index:
0
机构:
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Ooi, H
Esumi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Esumi, T
Iwabuchi, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Iwabuchi, Y
Hatakeyama, S
论文数:
0
引用数:
0
h-index:
0
机构:
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Hatakeyama, S
[J].
ORGANIC LETTERS,
2003,
5
(06)
: 857
-
859
[8]
MATHIAS LJ, 1979, SYNTHESIS-STUTTGART, P561
[9]
TRACHYSPIC ACID, A NEW METABOLITE PRODUCED BY TALAROMYCES-TRACHYSPERMUS, THAT INHIBITS TUMOR-CELL HEPARANASE - TAXONOMY OF THE PRODUCING STRAIN, FERMENTATION, ISOLATION, STRUCTURAL ELUCIDATION, AND BIOLOGICAL-ACTIVITY
SHIOZAWA, H
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
SHIOZAWA, H
论文数:
引用数:
h-index:
机构:
TAKAHASHI, M
TAKATSU, T
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
TAKATSU, T
论文数:
引用数:
h-index:
机构:
KINOSHITA, T
TANZAWA, K
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
TANZAWA, K
HOSOYA, T
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
HOSOYA, T
FURUYA, K
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h-index:
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SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
FURUYA, K
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引用数:
h-index:
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TAKAHASHI, S
FURIHATA, K
论文数:
0
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SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
FURIHATA, K
SETO, H
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
SETO, H
[J].
JOURNAL OF ANTIBIOTICS,
1995,
48
(05)
: 357
-
362
[10]
SHOJI H, 1983, TETRAHEDRON LETT, P731
←
1
2
→
共 12 条
[1]
CONVENIENT GENERAL-METHOD FOR THE PREPARATION OF PRIMARY ALKYLLITHIUMS BY LITHIUM IODINE EXCHANGE
BAILEY, WF
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Connecticut, Storrs
BAILEY, WF
PUNZALAN, ER
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Connecticut, Storrs
PUNZALAN, ER
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(19)
: 5404
-
5406
[2]
COREY EJ, 1972, TETRAHEDRON LETT, P3769
[3]
Enantiospecific synthesis of the phospholipase A2 inhibitors (-)-cinatrin C1 and (+)-cinatrin C3
Cuzzupe, AN
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Cuzzupe, AN
Di Florio, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Di Florio, R
White, JM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
White, JM
Rizzacasa, MA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Rizzacasa, MA
[J].
ORGANIC & BIOMOLECULAR CHEMISTRY,
2003,
1
(20)
: 3572
-
3577
[4]
Enantiospecific synthesis of the phospholipase A2 inhibitor (-)-cinatrin B
Cuzzupe, AN
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Cuzzupe, AN
Di Florio, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Di Florio, R
Rizzacasa, MA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
Rizzacasa, MA
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(13)
: 4392
-
4398
[5]
Di Florio R, 1998, J ORG CHEM, V63, P8595
[6]
STEREOSELECTIVITY OF ADDITION OF ORGANOMETALLIC REAGENTS TO PENTODIALDO-1,4-FURANOSES - SYNTHESIS OF L-AXENOSE AND D-EVERMICOSE FROM A COMMON INTERMEDIATE
GIULIANO, RM
论文数:
0
引用数:
0
h-index:
0
机构:
RW JOHNSON PHARMACEUT RES INST,DEPT CHEM DEV,SPRING HOUSE,PA 19477
RW JOHNSON PHARMACEUT RES INST,DEPT CHEM DEV,SPRING HOUSE,PA 19477
GIULIANO, RM
VILLANI, FJ
论文数:
0
引用数:
0
h-index:
0
机构:
RW JOHNSON PHARMACEUT RES INST,DEPT CHEM DEV,SPRING HOUSE,PA 19477
RW JOHNSON PHARMACEUT RES INST,DEPT CHEM DEV,SPRING HOUSE,PA 19477
VILLANI, FJ
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1995,
60
(01)
: 202
-
211
[7]
Total synthesis of (±)-trachyspic acid and determination of the relative configuration
Hirai, K
论文数:
0
引用数:
0
h-index:
0
机构:
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Hirai, K
Ooi, H
论文数:
0
引用数:
0
h-index:
0
机构:
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Ooi, H
Esumi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Esumi, T
Iwabuchi, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Iwabuchi, Y
Hatakeyama, S
论文数:
0
引用数:
0
h-index:
0
机构:
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
Hatakeyama, S
[J].
ORGANIC LETTERS,
2003,
5
(06)
: 857
-
859
[8]
MATHIAS LJ, 1979, SYNTHESIS-STUTTGART, P561
[9]
TRACHYSPIC ACID, A NEW METABOLITE PRODUCED BY TALAROMYCES-TRACHYSPERMUS, THAT INHIBITS TUMOR-CELL HEPARANASE - TAXONOMY OF THE PRODUCING STRAIN, FERMENTATION, ISOLATION, STRUCTURAL ELUCIDATION, AND BIOLOGICAL-ACTIVITY
SHIOZAWA, H
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
SHIOZAWA, H
论文数:
引用数:
h-index:
机构:
TAKAHASHI, M
TAKATSU, T
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
TAKATSU, T
论文数:
引用数:
h-index:
机构:
KINOSHITA, T
TANZAWA, K
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
TANZAWA, K
HOSOYA, T
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
HOSOYA, T
FURUYA, K
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
FURUYA, K
论文数:
引用数:
h-index:
机构:
TAKAHASHI, S
FURIHATA, K
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
FURIHATA, K
SETO, H
论文数:
0
引用数:
0
h-index:
0
机构:
SANKYO CO LTD,BIOL RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
SETO, H
[J].
JOURNAL OF ANTIBIOTICS,
1995,
48
(05)
: 357
-
362
[10]
SHOJI H, 1983, TETRAHEDRON LETT, P731
←
1
2
→