共 11 条
Enantioselective acyclic stereoselection under catalyst control .3. A very short asymmetric synthesis of the bryostatin C-1-C-9 segment using the chiral oxazaborolidinone-promoted aldol reaction
被引:42
作者:

Kiyooka, S
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机构: Department of Chemistry, Kochi University, Kochi 780, Akebono-cho

Maeda, H
论文数: 0 引用数: 0
h-index: 0
机构: Department of Chemistry, Kochi University, Kochi 780, Akebono-cho
机构:
[1] Department of Chemistry, Kochi University, Kochi 780, Akebono-cho
关键词:
D O I:
10.1016/S0957-4166(97)00461-8
中图分类号:
O61 [无机化学];
学科分类号:
070301 ;
081704 ;
摘要:
A very short asymmetric synthesis of the bryostatin C-1-C-9 segment was achieved by three sequential chiral oxazaborolidinone-promoted aldol reactions under 'catalyst control'. This synthetic methodology is based on a direct asymmetric incorporation of two acetate and one isobutyrate synthones into the framework. (C) 1997 Elsevier Science Ltd.
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页码:3371 / 3374
页数:4
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共 11 条
[1]
The formyl C-H--O hydrogen bond as a critical factor in enantioselective reactions of aldehydes .4. Aldol, ethylation, hydrocyanation and Diels-Alder reactions catalyzed by chiral B, Ti and Al Lewis acids.
[J].
Corey, EJ
;
BarnesSeeman, D
;
Lee, TW
.
TETRAHEDRON LETTERS,
1997, 38 (25)
:4351-4354

Corey, EJ
论文数: 0 引用数: 0
h-index: 0
机构: Dept. of Chem. and Chemical Biology, Harvard University, Cambridge

BarnesSeeman, D
论文数: 0 引用数: 0
h-index: 0
机构: Dept. of Chem. and Chemical Biology, Harvard University, Cambridge

Lee, TW
论文数: 0 引用数: 0
h-index: 0
机构: Dept. of Chem. and Chemical Biology, Harvard University, Cambridge
[2]
Bryostatin: A novel asymmetric synthesis of the C-27-C-34 fragment starting from (R)-carvone as chiral template
[J].
DeBrabander, J
;
Kulkarni, BA
;
GarciaLopez, R
;
Vandewalle, M
.
TETRAHEDRON-ASYMMETRY,
1997, 8 (11)
:1721-1724

DeBrabander, J
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

Kulkarni, BA
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

GarciaLopez, 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

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
[3]
SYNTHESIS OF 1,3-DIOL SYNTHONS FROM EPOXY AROMATIC PRECURSORS - AN APPROACH TO THE CONSTRUCTION OF POLYACETATE-DERIVED NATURAL-PRODUCTS
[J].
EVANS, DA
;
GAUCHETPRUNET, JA
;
CARREIRA, EM
;
CHARETTE, AB
.
JOURNAL OF ORGANIC CHEMISTRY,
1991, 56 (02)
:741-750

EVANS, DA
论文数: 0 引用数: 0
h-index: 0
机构: Department of Chemistry, Harvard University, Cambridge

GAUCHETPRUNET, JA
论文数: 0 引用数: 0
h-index: 0
机构: Department of Chemistry, Harvard University, Cambridge

CARREIRA, EM
论文数: 0 引用数: 0
h-index: 0
机构: Department of Chemistry, Harvard University, Cambridge

CHARETTE, AB
论文数: 0 引用数: 0
h-index: 0
机构: Department of Chemistry, Harvard University, Cambridge
[4]
ASYMMETRIC-SYNTHESIS OF THE C(17)-C(27) SEGMENT OF THE ANTINEOPLASTIC MACROLIDE BRYOSTATIN-1
[J].
HALE, KJ
;
LENNON, JA
;
MANAVIAZAR, S
;
JAVAID, MH
;
HOBBS, CJ
.
TETRAHEDRON LETTERS,
1995, 36 (08)
:1359-1362

HALE, KJ
论文数: 0 引用数: 0
h-index: 0
机构:
ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND

LENNON, JA
论文数: 0 引用数: 0
h-index: 0
机构:
ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND

MANAVIAZAR, S
论文数: 0 引用数: 0
h-index: 0
机构:
ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND

JAVAID, MH
论文数: 0 引用数: 0
h-index: 0
机构:
ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND

HOBBS, CJ
论文数: 0 引用数: 0
h-index: 0
机构:
ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND ROCHE PROD LTD,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND
[5]
DIASTEREOSELECTIVE BROMINE/LITHIUM-EXCHANGE APPLIED TO THE SYNTHESIS OF A C-1/C-9-SEGMENT OF BRYOSTATINS
[J].
HOFFMANN, RW
;
STIASNY, HC
.
TETRAHEDRON LETTERS,
1995, 36 (26)
:4595-4598

HOFFMANN, RW
论文数: 0 引用数: 0
h-index: 0
机构: Philipps-Universität Marburg, Fachbereich Chemie D -

STIASNY, HC
论文数: 0 引用数: 0
h-index: 0
机构: Philipps-Universität Marburg, Fachbereich Chemie D -
[6]
Enantioselective synthesis of the C1-C9 segment of bryostatin by kinetic resolution of racemic alpha-keto esters
[J].
Kalesse, M
;
Eh, M
.
TETRAHEDRON LETTERS,
1996, 37 (11)
:1767-1770

Kalesse, M
论文数: 0 引用数: 0
h-index: 0
机构: Institut für Organische Chemie, Universität Hannover, 30167 Hannover

Eh, M
论文数: 0 引用数: 0
h-index: 0
机构: Institut für Organische Chemie, Universität Hannover, 30167 Hannover
[7]
A chiral oxazaborolidinone-promoted aldol reaction with a silyl ketene acetal from ethyl 1,3-dithiolane-2-carboxylate. Synthesis of acetate aldols in high enantiomeric purity
[J].
Kiyooka, S
;
Hena, MA
.
TETRAHEDRON-ASYMMETRY,
1996, 7 (08)
:2181-2184

Kiyooka, S
论文数: 0 引用数: 0
h-index: 0
机构: Department of Chemistry, Faculty of Science, Kochi University, Kochi 780, Akebono-cho

Hena, MA
论文数: 0 引用数: 0
h-index: 0
机构: Department of Chemistry, Faculty of Science, Kochi University, Kochi 780, Akebono-cho
[8]
Enantioselective acyclic stereoselection under catalyst control .2. asymmetric synthesis of syn- and anti-1,3-diols incorporating an acetate equivalent by the chiral oxazaborolidinone-catalyzed aldol reaction
[J].
Kiyooka, S
;
Yamaguchi, T
;
Maeda, H
;
Kira, H
;
Hena, MA
;
Horiike, M
.
TETRAHEDRON LETTERS,
1997, 38 (20)
:3553-3556

Kiyooka, S
论文数: 0 引用数: 0
h-index: 0
机构:
KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN

Yamaguchi, T
论文数: 0 引用数: 0
h-index: 0
机构:
KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN

Maeda, H
论文数: 0 引用数: 0
h-index: 0
机构:
KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN

Kira, H
论文数: 0 引用数: 0
h-index: 0
机构:
KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN

Hena, MA
论文数: 0 引用数: 0
h-index: 0
机构:
KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN

Horiike, M
论文数: 0 引用数: 0
h-index: 0
机构:
KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN KOCHI UNIV, DEPT BIOSOURCES SCI, NANKO KU, KOCHI 780, JAPAN
[9]
Asymmetric synthesis of the C(10)-C(16) segment of the bryostatins
[J].
Lampe, TFJ
;
Hoffmann, HMR
.
TETRAHEDRON LETTERS,
1996, 37 (43)
:7695-7698

Lampe, TFJ
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV HANNOVER,DEPT ORGAN CHEM,D-30167 HANNOVER,GERMANY UNIV HANNOVER,DEPT ORGAN CHEM,D-30167 HANNOVER,GERMANY

Hoffmann, HMR
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV HANNOVER,DEPT ORGAN CHEM,D-30167 HANNOVER,GERMANY UNIV HANNOVER,DEPT ORGAN CHEM,D-30167 HANNOVER,GERMANY
[10]
TOTAL SYNTHESIS OF BIOACTIVE MARINE MACROLIDES
[J].
NORCROSS, RD
;
PATERSON, I
.
CHEMICAL REVIEWS,
1995, 95 (06)
:2041-2114

NORCROSS, RD
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV CAMBRIDGE, CHEM LAB, CAMBRIDGE CB2 1EW, ENGLAND UNIV CAMBRIDGE, CHEM LAB, CAMBRIDGE CB2 1EW, ENGLAND

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