共 10 条
Enhanced asymmetric induction in cycloadditions to bridgehead-chiral vinyl dioxazaborocines
被引:37
作者:

Davies, CD
论文数: 0 引用数: 0
h-index: 0
机构: Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England

Marsden, SP
论文数: 0 引用数: 0
h-index: 0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England

Stokes, ESE
论文数: 0 引用数: 0
h-index: 0
机构: Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
机构:
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
[2] AstraZeneca, Macclesfield SK10 4TG, Cheshire, England
基金:
英国工程与自然科学研究理事会;
关键词:
asymmetric synthesis;
boron and compounds;
cycloaddition;
isoxazolines;
nitrile oxides;
nitrones;
D O I:
10.1016/S0040-4039(00)00571-2
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Vinyl dioxazaborocines 5 with asymmetric centres on the nitrogen bridgehead substituent have been prepared and assayed in nitrile oxide and nitrone cycloadditions, giving asymmetric inductions of up to 70 and 74% ee, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.
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页码:4229 / 4233
页数:5
相关论文
共 10 条
- [1] Chiral vinyl dioxazaborocines in synthesis:: Asymmetric synthesis of 5-substituted Δ2-isoxazolines via nitrile oxide cycloaddition[J]. TETRAHEDRON LETTERS, 1998, 39 (46) : 8513 - 8516Davies, CD论文数: 0 引用数: 0 h-index: 0机构: Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, EnglandMarsden, SP论文数: 0 引用数: 0 h-index: 0机构: Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, EnglandStokes, ESE论文数: 0 引用数: 0 h-index: 0机构: Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
- [2] Chiral vinyl dioxazaborocines in synthesis:: asymmetric cuprate additions to β-boronyl acrylates and vinyl sulfones[J]. TETRAHEDRON LETTERS, 2000, 41 (21) : 4235 - 4238Farthing, CN论文数: 0 引用数: 0 h-index: 0机构: Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, EnglandMarsden, SP论文数: 0 引用数: 0 h-index: 0机构: Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
- [3] Asymmetric 1,3-dipolar cycloaddition reactions[J]. CHEMICAL REVIEWS, 1998, 98 (02) : 863 - 909Gothelf, KV论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, DenmarkJorgensen, KA论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
- [4] Efficient RhII binaphthol phosphate catalysts for enantioselective intramolecular tandem carbonyl ylide formation-cycloaddition of α-diazo-β-keto esters[J]. CHEMICAL COMMUNICATIONS, 1999, (21) : 2185 - 2186Hodgson, DM论文数: 0 引用数: 0 h-index: 0机构: Univ Oxford, Dept Chem, Dyson Perrins Lab, Oxford OX1 3QY, EnglandStupple, PA论文数: 0 引用数: 0 h-index: 0机构: Univ Oxford, Dept Chem, Dyson Perrins Lab, Oxford OX1 3QY, EnglandJohnstone, C论文数: 0 引用数: 0 h-index: 0机构: Univ Oxford, Dept Chem, Dyson Perrins Lab, Oxford OX1 3QY, England
- [5] Improvement of TADDOLate-TiCl2-catalyzed 1,3-dipolar nitrone cycloaddition reactions by substitution of the oxazolidinone auxiliary of the alkene with succinimide[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (08) : 2471 - 2477Jensen, KB论文数: 0 引用数: 0 h-index: 0机构: AARHUS UNIV,DEPT CHEM,DK-8000 AARHUS C,DENMARK AARHUS UNIV,DEPT CHEM,DK-8000 AARHUS C,DENMARKGothelf, KV论文数: 0 引用数: 0 h-index: 0机构: AARHUS UNIV,DEPT CHEM,DK-8000 AARHUS C,DENMARK AARHUS UNIV,DEPT CHEM,DK-8000 AARHUS C,DENMARKHazell, RG论文数: 0 引用数: 0 h-index: 0机构: AARHUS UNIV,DEPT CHEM,DK-8000 AARHUS C,DENMARK AARHUS UNIV,DEPT CHEM,DK-8000 AARHUS C,DENMARKJorgensen, KA论文数: 0 引用数: 0 h-index: 0机构: AARHUS UNIV,DEPT CHEM,DK-8000 AARHUS C,DENMARK AARHUS UNIV,DEPT CHEM,DK-8000 AARHUS C,DENMARK
- [6] VINYLBORONATES BETA-SUBSTITUTED BY AN ELECTRON WITHDRAWING GROUP - SYNTHESIS AND DIELS-ALDER REACTIVITY OF A NEW TYPE OF ELECTRON DEFICIENT OLEFINS[J]. TETRAHEDRON LETTERS, 1989, 30 (22) : 2929 - 2932MARTINEZFRESNEDA, P论文数: 0 引用数: 0 h-index: 0机构: UNIV RENNES 1,CNRS,PHYS CHIM STRUCT GRP AVE GEN LECLERC,F-35042 RENNES,FRANCEVAULTIER, M论文数: 0 引用数: 0 h-index: 0机构: UNIV RENNES 1,CNRS,PHYS CHIM STRUCT GRP AVE GEN LECLERC,F-35042 RENNES,FRANCE
- [7] Catalytic asymmetric 1,3-dipolar cycloaddition of nitrile oxides to an achiral allyl alcohol utilizing diisopropyl tartrate as a chiral auxiliary[J]. CHEMISTRY LETTERS, 1996, (06) : 455 - 456Shimizu, M论文数: 0 引用数: 0 h-index: 0机构: HOKURIKU UNIV, FAC SCI, DEPT CHEM, KANAZAWA, ISHIKAWA 92011, JAPAN HOKURIKU UNIV, FAC SCI, DEPT CHEM, KANAZAWA, ISHIKAWA 92011, JAPANUkaji, Y论文数: 0 引用数: 0 h-index: 0机构: HOKURIKU UNIV, FAC SCI, DEPT CHEM, KANAZAWA, ISHIKAWA 92011, JAPAN HOKURIKU UNIV, FAC SCI, DEPT CHEM, KANAZAWA, ISHIKAWA 92011, JAPANInomata, K论文数: 0 引用数: 0 h-index: 0机构: HOKURIKU UNIV, FAC SCI, DEPT CHEM, KANAZAWA, ISHIKAWA 92011, JAPAN HOKURIKU UNIV, FAC SCI, DEPT CHEM, KANAZAWA, ISHIKAWA 92011, JAPAN
- [8] Catalytic enantioselective inverse-electron demand 1,3-dipolar cycloaddition reactions of nitrones with alkenes[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (16) : 3845 - 3853Simonsen, KB论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, DenmarkBayón, P论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, DenmarkHazell, RG论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, DenmarkGothelf, KV论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, DenmarkJorgensen, KA论文数: 0 引用数: 0 h-index: 0机构: Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
- [9] ENANTIOSELECTIVE SYNTHESIS OF 2-ISOXAZOLINES VIA ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION OF NITRILE OXIDE TO ACHIRAL ALLYL ALCOHOL[J]. CHEMISTRY LETTERS, 1993, (11) : 1847 - 1850UKAJI, Y论文数: 0 引用数: 0 h-index: 0SADA, K论文数: 0 引用数: 0 h-index: 0INOMATA, K论文数: 0 引用数: 0 h-index: 0
- [10] Asymmetric 1,3-dipolar cycloaddition of nitrile oxides to γ-substituted allylic alcohols[J]. CHEMISTRY LETTERS, 1998, (10) : 1023 - 1024Yoshida, Y论文数: 0 引用数: 0 h-index: 0机构: Kanazawa Univ, Fac Sci, Dept Chem, Kanazawa, Ishikawa 9201192, JapanUkaji, Y论文数: 0 引用数: 0 h-index: 0机构: Kanazawa Univ, Fac Sci, Dept Chem, Kanazawa, Ishikawa 9201192, JapanFujinami, S论文数: 0 引用数: 0 h-index: 0机构: Kanazawa Univ, Fac Sci, Dept Chem, Kanazawa, Ishikawa 9201192, JapanInomata, K论文数: 0 引用数: 0 h-index: 0机构: Kanazawa Univ, Fac Sci, Dept Chem, Kanazawa, Ishikawa 9201192, Japan Kanazawa Univ, Fac Sci, Dept Chem, Kanazawa, Ishikawa 9201192, Japan