SYNTHESIS AND PROPERTIES OF FIRST-GENERATION TO 3RD-GENERATION DENDRIMERS WITH DOUBLY AND TRIPLY BRANCHED CHIRAL BUILDING-BLOCKS

被引:61
|
作者
MURER, P [1 ]
SEEBACH, D [1 ]
机构
[1] ETH ZENTRUM,ORGAN CHEM LAB,CH-8092 ZURICH,SWITZERLAND
来源
关键词
ASYMMETRIC SYNTHESES; CHIRAL DENDRIMERS; CIRCULAR DICHROISM; DENDRIMERS; MASS SPECTROMETRY;
D O I
10.1002/anie.199521161
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Dendrimers with chiral branch components and chiral central units display remarkable CD effects. An interesting case of diastereoselectivity occurs in the synthesis of these compounds: The branch bromide 1 with (S) configuration at the four nonspecific centers can be coupled with the triol 2; the (R) branch bromide 1, on the other hand, cannot! (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
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页码:2116 / 2119
页数:4
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  • [1] Synthesis and properties of dendrimers up to fourth generation with doubly and triply branched chiral building blocks.
    Murer, P
    Seebach, D
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 214 : 11 - PMSE
  • [2] Synthesis and properties of monodisperse chiral dendrimers (up to fourth generation) with doubly branched building blocks: An intriguing solvent effect
    Murer, P
    Seebach, D
    [J]. HELVETICA CHIMICA ACTA, 1998, 81 (04) : 603 - 631
  • [3] Synthesis and properties of first and second generation chiral dendrimers with triply branched units: A spectacular case of diastereoselectivity
    Murer, PK
    Lapierre, JM
    Greiveldinger, G
    Seebach, D
    [J]. HELVETICA CHIMICA ACTA, 1997, 80 (05) : 1648 - 1681
  • [4] Second-generation trifluoromethyl-substituted chiral dendrimers containing triply branched building blocks: CF3 as sensitive NMR probe for 'remote' diastereotopicity
    Greiveldinger, G
    Seebach, D
    [J]. HELVETICA CHIMICA ACTA, 1998, 81 (06) : 1003 - 1022
  • [5] SYNTHESIS OF BRANCHED-CHAIN CYCLITOLS - PREPARATION OF SOME USEFUL CHIRAL BUILDING-BLOCKS
    MARCOCONTELLES, J
    SANCHEZ, B
    POZUELO, C
    [J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (06) : 689 - 692
  • [6] Synthesis and self-association of first-generation 1,3,4-oxadiazole-containing dendrimers
    Kraft, A
    [J]. LIEBIGS ANNALEN-RECUEIL, 1997, (07): : 1463 - 1471
  • [7] Design, synthesis and SAR study of Fluorine-containing 3rd-generation taxoids
    Wang, Changwei
    Chen, Lei
    Sun, Yi
    Guo, Wanrong
    Taouil, Adam K.
    Ojima, Iwao
    [J]. BIOORGANIC CHEMISTRY, 2022, 119
  • [8] First-generation chiral metallodendrimers: Stereoselective synthesis of rigid D-3-symmetric tetranuclear ruthenium complexes
    Bodige, S
    Torres, AS
    Maloney, DJ
    Tate, D
    Kinsel, GR
    Walker, AK
    MacDonnell, FM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (43) : 10364 - 10369
  • [9] First-Generation Dendrimers Based on Thiacalix[4]arene Containing Hydroxyl Terminal Groups: Synthesis and Self-Assembly
    Shiabiev, I. E.
    Pysin, D. A.
    Padnya, P. L.
    Stoikov, I. I.
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2022, 92 (12) : 2574 - 2581
  • [10] First-Generation Dendrimers Based on Thiacalix[4]arene Containing Hydroxyl Terminal Groups: Synthesis and Self-Assembly
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    D. A. Pysin
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    [J]. Russian Journal of General Chemistry, 2022, 92 : 2574 - 2581