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SESQUITERPENE LACTONES - TOTAL SYNTHESIS OF (+/-)-VERNOLEPIN
被引:28
作者
:
ZUTTERMAN, F
论文数:
0
引用数:
0
h-index:
0
机构:
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
ZUTTERMAN, F
[
1
]
DEWILDE, H
论文数:
0
引用数:
0
h-index:
0
机构:
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
DEWILDE, H
[
1
]
MIJNGHEER, R
论文数:
0
引用数:
0
h-index:
0
机构:
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
MIJNGHEER, R
[
1
]
DECLERCQ, P
论文数:
0
引用数:
0
h-index:
0
机构:
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
DECLERCQ, P
[
1
]
VANDEWALLE, M
论文数:
0
引用数:
0
h-index:
0
机构:
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
VANDEWALLE, M
[
1
]
机构
:
[1]
STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
来源
:
TETRAHEDRON
|
1979年
/ 35卷
/ 20期
关键词
:
D O I
:
10.1016/S0040-4020(01)93755-X
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
A novel synthesis of (± )-Vernolepin (1) is described. A suitably substituted cis-fused 2-oxa-3-decalone precursor (29) has been constructed starting from 2,5-cyclohexadiene carboxylic acid via an intramolecular cyclopropanation reaction (23 to 18). The route culminated in the synthesis of Grieco's lactone (53) which has previously been converted to (± )-vernolepin (1) and (± )-vernomenin (2). © 1979.
引用
收藏
页码:2389 / 2396
页数:8
相关论文
共 32 条
[1]
BOECKMAN RK, 1977, TETRAHEDRON LETT, P4485
[2]
CHAVDARIAN CG, 1976, TETRAHEDRON LETT, P1769
[3]
COLVIN EW, 1971, CHEM COMMUN, P858
[4]
METALATED CARBOXYLIC-ACIDS .4. REACTIONS OF METALATED CARBOXYLIC-ACIDS WITH EPOXIDES - SUBSTITUTED STEROIDAL SPIRO GAMMA-LACTONES FROM SPIRO BETA-EPOXIDES
CREGER, PL
论文数:
0
引用数:
0
h-index:
0
CREGER, PL
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1972,
37
(12)
: 1907
-
&
[5]
REMARKABLE EPOXIDE OPENING - EXPEDITIOUS SYNTHESIS OF VERNOLEPIN AND VERNOMENIN
DANISHEFSKY, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
DANISHEFSKY, S
KITAHARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
KITAHARA, T
SCHUDA, PF
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
SCHUDA, PF
ETHEREDGE, SJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
ETHEREDGE, SJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1976,
98
(10)
: 3028
-
3030
[6]
TOTAL SYNTHESIS OF DL-VERNOLEPIN AND DL-VERNOMENIN
DANISHEFSKY, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
DANISHEFSKY, S
SCHUDA, PF
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
SCHUDA, PF
KITAHARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
KITAHARA, T
ETHEREDGE, SJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
ETHEREDGE, SJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1977,
99
(18)
: 6066
-
6075
[7]
SPECIFIC DIRECTING EFFECTS IN OPENING OF VICINAL HYDROXY EPOXIDES
DANISHEFSKY, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
DANISHEFSKY, S
TSAI, MY
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
TSAI, MY
KITAHARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
KITAHARA, T
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1977,
42
(02)
: 394
-
396
[8]
DECLERCQ P, 1978, 2ND IUPAC S ORG SYNT
[9]
REVERSIBLE 1,3 TRANSPOSITION OF SULFOXIDE AND ALCOHOL FUNCTIONS - POTENTIAL SYNTHETIC UTILITY
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
EVANS, DA
ANDREWS, GC
论文数:
0
引用数:
0
h-index:
0
ANDREWS, GC
SIMS, CL
论文数:
0
引用数:
0
h-index:
0
SIMS, CL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1971,
93
(19)
: 4956
-
&
[10]
FETIZON M, 1968, CR ACAD SCI C CHIM, V267, P900
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1
2
3
4
→
共 32 条
[1]
BOECKMAN RK, 1977, TETRAHEDRON LETT, P4485
[2]
CHAVDARIAN CG, 1976, TETRAHEDRON LETT, P1769
[3]
COLVIN EW, 1971, CHEM COMMUN, P858
[4]
METALATED CARBOXYLIC-ACIDS .4. REACTIONS OF METALATED CARBOXYLIC-ACIDS WITH EPOXIDES - SUBSTITUTED STEROIDAL SPIRO GAMMA-LACTONES FROM SPIRO BETA-EPOXIDES
CREGER, PL
论文数:
0
引用数:
0
h-index:
0
CREGER, PL
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1972,
37
(12)
: 1907
-
&
[5]
REMARKABLE EPOXIDE OPENING - EXPEDITIOUS SYNTHESIS OF VERNOLEPIN AND VERNOMENIN
DANISHEFSKY, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
DANISHEFSKY, S
KITAHARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
KITAHARA, T
SCHUDA, PF
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
SCHUDA, PF
ETHEREDGE, SJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
ETHEREDGE, SJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1976,
98
(10)
: 3028
-
3030
[6]
TOTAL SYNTHESIS OF DL-VERNOLEPIN AND DL-VERNOMENIN
DANISHEFSKY, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
DANISHEFSKY, S
SCHUDA, PF
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
SCHUDA, PF
KITAHARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
KITAHARA, T
ETHEREDGE, SJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
ETHEREDGE, SJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1977,
99
(18)
: 6066
-
6075
[7]
SPECIFIC DIRECTING EFFECTS IN OPENING OF VICINAL HYDROXY EPOXIDES
DANISHEFSKY, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
DANISHEFSKY, S
TSAI, MY
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
TSAI, MY
KITAHARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
KITAHARA, T
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1977,
42
(02)
: 394
-
396
[8]
DECLERCQ P, 1978, 2ND IUPAC S ORG SYNT
[9]
REVERSIBLE 1,3 TRANSPOSITION OF SULFOXIDE AND ALCOHOL FUNCTIONS - POTENTIAL SYNTHETIC UTILITY
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
EVANS, DA
ANDREWS, GC
论文数:
0
引用数:
0
h-index:
0
ANDREWS, GC
SIMS, CL
论文数:
0
引用数:
0
h-index:
0
SIMS, CL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1971,
93
(19)
: 4956
-
&
[10]
FETIZON M, 1968, CR ACAD SCI C CHIM, V267, P900
←
1
2
3
4
→