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OXIDATIVE POLYCYCLIZATION VERSUS THE POLYEPOXIDE CASCADE - NEW PATHWAYS IN POLYETHER (BIO)SYNTHESIS
被引:23
作者
:
KOERT, U
论文数:
0
引用数:
0
h-index:
0
机构:
Fachbereich Chemie, Universität Marburg, D-35032, Hans‐Meerwein‐Strasse
KOERT, U
机构
:
[1]
Fachbereich Chemie, Universität Marburg, D-35032, Hans‐Meerwein‐Strasse
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH
|
1995年
/ 34卷
/ 03期
关键词
:
BIOSYNTHESIS;
CYCLIZATIONS;
OXIDATIONS;
POLYETHERS;
D O I
:
10.1002/anie.199502981
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
By which route is monensin A biosynthesized? Is an (E.E.E.) triene first epoxidized and the polyepoxide then transformed into the natural product in a cascade of ring openings and ring closures? Or does a (Z.Z.Z.) triene undergo successive oxidative cyclizations to give monensin A directly? New results from McDonald and Towne, who carried out oxidations of (Z) dienes with pyridinium chlorochromate, support the second route. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:298 / 300
页数:3
相关论文
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[1]
UNIFIED STEREOCHEMICAL MODEL OF POLYETHER ANTIBIOTIC-STRUCTURE AND BIOGENESIS
CANE, DE
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WESTLEY, JW
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0
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0
h-index:
0
机构:
PFIZER INC,CENT RES,GROTON,CT 06340
WESTLEY, JW
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1983,
105
(11)
: 3594
-
3600
[2]
SYNTHESIS OF PUTATIVE INTERMEDIATES ON THE MONENSIN BIOSYNTHETIC-PATHWAY AND INCORPORATION EXPERIMENTS WITH THE MONENSIN-PRODUCING ORGANISM
HOLMES, DS
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引用数:
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h-index:
0
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UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
HOLMES, DS
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UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
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UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
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UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
RUSSELL, ST
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0
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UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
ROBINSON, JA
[J].
HELVETICA CHIMICA ACTA,
1990,
73
(02)
: 239
-
259
[3]
SYMMETRY-ASSISTED SYNTHESIS OF TRIEPOXIDE STEREOISOMERS OF (E,Z,E)-DODECA-2,6,10-TRIENE-1,12-DIOL AND THEIR CASCADE REACTIONS TO 2,5-LINKED BISTETRAHYDROFURANS
HOYE, TR
论文数:
0
引用数:
0
h-index:
0
HOYE, TR
SUHADOLNIK, JC
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0
引用数:
0
h-index:
0
SUHADOLNIK, JC
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1985,
107
(18)
: 5312
-
5313
[4]
JORGENSEN KA, 1990, CHEM REV, V90, P1483
[5]
AN ENANTIOMERICALLY PURE EPOXYORGANOLITHIUM REAGENT FOR THE SYNTHESIS OF OLIGO(TETRAHYDROFURANS) BY AN EPOXIDE-CASCADE REACTION
KOERT, U
论文数:
0
引用数:
0
h-index:
0
机构:
Fachbereich Chemie der Philipps Universität
KOERT, U
WAGNER, H
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0
h-index:
0
机构:
Fachbereich Chemie der Philipps Universität
WAGNER, H
STEIN, M
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0
引用数:
0
h-index:
0
机构:
Fachbereich Chemie der Philipps Universität
STEIN, M
[J].
TETRAHEDRON LETTERS,
1994,
35
(41)
: 7629
-
7632
[6]
SYN-OXIDATIVE POLYCYCLIZATION OF HYDROXY POLYENES - A NEW APPROACH TO POLYETHER SYNTHESIS
MCDONALD, FE
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0
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MCDONALD, FE
TOWNE, TB
论文数:
0
引用数:
0
h-index:
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TOWNE, TB
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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116
(17)
: 7921
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7922
[7]
STEREOSELECTIVE SYNTHESIS OF TETRAHYDROFURAN MOIETIES OF THYRSIFEROL AND VENUSTATRIOL - STEREOCONTROLLED EPOXIDATION OF BISHOMO-ALLYLIC AND TRISHOMO-ALLYLIC ALCOHOLS
NOZAKI, K
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV, FAC SCI, DEPT CHEM, SAPPORO, HOKKAIDO 060, JAPAN
HOKKAIDO UNIV, FAC SCI, DEPT CHEM, SAPPORO, HOKKAIDO 060, JAPAN
NOZAKI, K
SHIRAHAMA, H
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0
引用数:
0
h-index:
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HOKKAIDO UNIV, FAC SCI, DEPT CHEM, SAPPORO, HOKKAIDO 060, JAPAN
HOKKAIDO UNIV, FAC SCI, DEPT CHEM, SAPPORO, HOKKAIDO 060, JAPAN
SHIRAHAMA, H
[J].
CHEMISTRY LETTERS,
1988,
(11)
: 1847
-
1848
[8]
STUDIES IN BIOMIMETIC POLYETHER SYNTHESIS - CONSTRUCTION OF AN ABCD-RING SUBUNIT OF ETHEROMYCIN USING POLYEPOXIDE CASCADE CYCLIZATIONS
PATERSON, I
论文数:
0
引用数:
0
h-index:
0
机构:
University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
PATERSON, I
TILLYER, RD
论文数:
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机构:
University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
TILLYER, RD
SMAILL, JB
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0
引用数:
0
h-index:
0
机构:
University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
SMAILL, JB
[J].
TETRAHEDRON LETTERS,
1993,
34
(44)
: 7137
-
7140
[9]
ROBINSON JA, 1991, PROG CHEM ORG NAT PR, V58, P1
[10]
A DIEPOXIDE CYCLIZATION CASCADE INITIATED THROUGH THE ACTION OF PIG-LIVER ESTERASE
RUSSELL, ST
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h-index:
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机构:
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
RUSSELL, ST
ROBINSON, JA
论文数:
0
引用数:
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h-index:
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UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
ROBINSON, JA
WILLIAMS, DJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
WILLIAMS, DJ
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1987,
(05)
: 351
-
352
←
1
2
→
共 14 条
[1]
UNIFIED STEREOCHEMICAL MODEL OF POLYETHER ANTIBIOTIC-STRUCTURE AND BIOGENESIS
CANE, DE
论文数:
0
引用数:
0
h-index:
0
机构:
PFIZER INC,CENT RES,GROTON,CT 06340
CANE, DE
CELMER, WD
论文数:
0
引用数:
0
h-index:
0
机构:
PFIZER INC,CENT RES,GROTON,CT 06340
CELMER, WD
WESTLEY, JW
论文数:
0
引用数:
0
h-index:
0
机构:
PFIZER INC,CENT RES,GROTON,CT 06340
WESTLEY, JW
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1983,
105
(11)
: 3594
-
3600
[2]
SYNTHESIS OF PUTATIVE INTERMEDIATES ON THE MONENSIN BIOSYNTHETIC-PATHWAY AND INCORPORATION EXPERIMENTS WITH THE MONENSIN-PRODUCING ORGANISM
HOLMES, DS
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
HOLMES, DS
SHERRINGHAM, JA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
SHERRINGHAM, JA
DYER, UC
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
DYER, UC
RUSSELL, ST
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
RUSSELL, ST
ROBINSON, JA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
ROBINSON, JA
[J].
HELVETICA CHIMICA ACTA,
1990,
73
(02)
: 239
-
259
[3]
SYMMETRY-ASSISTED SYNTHESIS OF TRIEPOXIDE STEREOISOMERS OF (E,Z,E)-DODECA-2,6,10-TRIENE-1,12-DIOL AND THEIR CASCADE REACTIONS TO 2,5-LINKED BISTETRAHYDROFURANS
HOYE, TR
论文数:
0
引用数:
0
h-index:
0
HOYE, TR
SUHADOLNIK, JC
论文数:
0
引用数:
0
h-index:
0
SUHADOLNIK, JC
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1985,
107
(18)
: 5312
-
5313
[4]
JORGENSEN KA, 1990, CHEM REV, V90, P1483
[5]
AN ENANTIOMERICALLY PURE EPOXYORGANOLITHIUM REAGENT FOR THE SYNTHESIS OF OLIGO(TETRAHYDROFURANS) BY AN EPOXIDE-CASCADE REACTION
KOERT, U
论文数:
0
引用数:
0
h-index:
0
机构:
Fachbereich Chemie der Philipps Universität
KOERT, U
WAGNER, H
论文数:
0
引用数:
0
h-index:
0
机构:
Fachbereich Chemie der Philipps Universität
WAGNER, H
STEIN, M
论文数:
0
引用数:
0
h-index:
0
机构:
Fachbereich Chemie der Philipps Universität
STEIN, M
[J].
TETRAHEDRON LETTERS,
1994,
35
(41)
: 7629
-
7632
[6]
SYN-OXIDATIVE POLYCYCLIZATION OF HYDROXY POLYENES - A NEW APPROACH TO POLYETHER SYNTHESIS
MCDONALD, FE
论文数:
0
引用数:
0
h-index:
0
MCDONALD, FE
TOWNE, TB
论文数:
0
引用数:
0
h-index:
0
TOWNE, TB
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1994,
116
(17)
: 7921
-
7922
[7]
STEREOSELECTIVE SYNTHESIS OF TETRAHYDROFURAN MOIETIES OF THYRSIFEROL AND VENUSTATRIOL - STEREOCONTROLLED EPOXIDATION OF BISHOMO-ALLYLIC AND TRISHOMO-ALLYLIC ALCOHOLS
NOZAKI, K
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV, FAC SCI, DEPT CHEM, SAPPORO, HOKKAIDO 060, JAPAN
HOKKAIDO UNIV, FAC SCI, DEPT CHEM, SAPPORO, HOKKAIDO 060, JAPAN
NOZAKI, K
SHIRAHAMA, H
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV, FAC SCI, DEPT CHEM, SAPPORO, HOKKAIDO 060, JAPAN
HOKKAIDO UNIV, FAC SCI, DEPT CHEM, SAPPORO, HOKKAIDO 060, JAPAN
SHIRAHAMA, H
[J].
CHEMISTRY LETTERS,
1988,
(11)
: 1847
-
1848
[8]
STUDIES IN BIOMIMETIC POLYETHER SYNTHESIS - CONSTRUCTION OF AN ABCD-RING SUBUNIT OF ETHEROMYCIN USING POLYEPOXIDE CASCADE CYCLIZATIONS
PATERSON, I
论文数:
0
引用数:
0
h-index:
0
机构:
University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
PATERSON, I
TILLYER, RD
论文数:
0
引用数:
0
h-index:
0
机构:
University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
TILLYER, RD
SMAILL, JB
论文数:
0
引用数:
0
h-index:
0
机构:
University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
SMAILL, JB
[J].
TETRAHEDRON LETTERS,
1993,
34
(44)
: 7137
-
7140
[9]
ROBINSON JA, 1991, PROG CHEM ORG NAT PR, V58, P1
[10]
A DIEPOXIDE CYCLIZATION CASCADE INITIATED THROUGH THE ACTION OF PIG-LIVER ESTERASE
RUSSELL, ST
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
RUSSELL, ST
ROBINSON, JA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
ROBINSON, JA
WILLIAMS, DJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
WILLIAMS, DJ
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1987,
(05)
: 351
-
352
←
1
2
→