1,3-dioxin-4-ones and related compounds having a chiral hydroxylated alkyl group at the non-acetal carbon : versatile intermediates for EPC synthesis 側鎖にキラルヒドロキシアルキル基をもつ1,3-ジオキシン-4-オン体および関連化合物のEPC合成への利用

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著者

    • 杉田, 義明 スギタ, ヨシアキ

書誌事項

タイトル

1,3-dioxin-4-ones and related compounds having a chiral hydroxylated alkyl group at the non-acetal carbon : versatile intermediates for EPC synthesis

タイトル別名

側鎖にキラルヒドロキシアルキル基をもつ1,3-ジオキシン-4-オン体および関連化合物のEPC合成への利用

著者名

杉田, 義明

著者別名

スギタ, ヨシアキ

学位授与大学

東北大学

取得学位

博士 (薬学)

学位授与番号

甲第4794号

学位授与年月日

1993-03-25

注記・抄録

博士論文

目次

  1. contents / p1 (0002.jp2)
  2. Introduction / p1 (0003.jp2)
  3. Chapter I Two lactone formation reactions from l,3-dioxin-4-ones having a hydroxyalkyl group at the 6-position / p6 (0006.jp2)
  4. I-1 Preparation of 1,3-dioxin-4-ones having a 1-,2-,3-,or 4-hydroxyalky1 group at the 6-position / p6 (0006.jp2)
  5. I-2 Synthesis of β-ketolactones by means of intramolecular ketene trapping(Method A) / p9 (0007.jp2)
  6. I-3 Synthesis of β-ketolactones by means of methoxide-mediated ring opening(Method B) / p10 (0008.jp2)
  7. I-4 Mechanistic explanation of the ketene trapping reaction / p11 (0008.jp2)
  8. I-5 Application of method B to l,3-dioxin-4-ones having a 3-or4-hydroxy-alkyl group at the 6-position / p13 (0009.jp2)
  9. Chapter II Synthesis of l,3-dioxin-4-ones having a chiral hydroxyalkyl group at the 6-position by means of biochemical methods / p15 (0010.jp2)
  10. II-1 Reduction of the dioxinone derivatives by baker's yeast / p15 (0010.jp2)
  11. II-2 Determination of the absolute structures of the products and their use for the synthesis of natural products / p18 (0012.jp2)
  12. II-3 Reduction of acetoacetylated Meldrum's acid with baker's yeast / p20 (0013.jp2)
  13. II-4 Lipase-catalyzed asymmetric synthesis of the dioxinone derivatives having a chiral hydroxyalkyl group / p23 (0014.jp2)
  14. Chapter III Synthesis of the versatile building blocks of polyhydroxylated 4~7 carbon backbones by means of Katsuki-Sharpiess reaction / p26 (0016.jp2)
  15. III-1 Synthesis of the versatile building blocks of four-and six-carbon backbones / p26 (0016.jp2)
  16. III-2 Synthesis and reaction of the dioxinone derivatives having a chiral trihydroxyalkyl group / p29 (0017.jp2)
  17. Chapter IV Aldol reaction of 2,2-dimethyl-6-methylene-4-(trimethylsiloxy)-1,3-diox-4-ene and its derivative with chiral alkoxy aldehydes / p31 (0018.jp2)
  18. IV-1 Aldol reaction of 2,2-dimethyl-6-methylene-4-(trimethylsiloxy)-1,3-diox-4-ene with chiral alkoxy aldehydes / p32 (0019.jp2)
  19. IV-2 Synthesis of seven-carbon building blocks for the EPC synthesis of amphotericin B and briostatins / p34 (0020.jp2)
  20. IV-3 Aldol reaction of 6-ethylidene-2,2-dimethyl-4-(trimethylsiloxy)-1,3-diox-4-ene with (S)-2-benzyloxypropanal / p37 (0021.jp2)
  21. IV-4 Synthesis of seven-carbon segments for the EPC synthesis of FK-506 / p38 (0022.jp2)
  22. Chapter V Asymmetric aldol reaction of 2,2-dimethyl-6-methylene-4-(trimethylsiloxy)-l,3-diox-4-ene by the use of chiral catalysts / p41 (0023.jp2)
  23. V-1 Catalytic asymmetric aldol reaction:Use of a chiral(acyloxy)borane complex as a Lewis acid catalyst / p42 (0024.jp2)
  24. V-2 Determination of the absolute structures of the products and their use for the synthesis of natural products / p45 (0025.jp2)
  25. Conclusion / p47 (0026.jp2)
  26. Acknowledgments / p49 (0027.jp2)
  27. Experimental Section / p50 (0028.jp2)
  28. Experiments Related to Chapter I-1 / p50 (0028.jp2)
  29. Experiments Related to Chapter I-2 / p53 (0029.jp2)
  30. Experiments Related to Chapter I-3 / p54 (0030.jp2)
  31. Experiments Related to Chapter I-5 / p55 (0030.jp2)
  32. Experiments Related to Chapter II-1 / p57 (0031.jp2)
  33. Experiments Related to Chapter II-2 / p60 (0033.jp2)
  34. Experiments Related to Chapter II-3 / p65 (0035.jp2)
  35. Experiments Related to Chapter II-4 / p67 (0036.jp2)
  36. Experiments Related to Chapter III-1 / p70 (0038.jp2)
  37. Experiments Related to Chapter III-2 / p73 (0039.jp2)
  38. Experiments Related to Chapter IV-1 / p76 (0041.jp2)
  39. Experiments Related to Chapter IV-2 / p78 (0042.jp2)
  40. Experiments Related to Chapter IV-3 / p80 (0043.jp2)
  41. Experiments Related to Chapter IV-4 / p83 (0044.jp2)
  42. Experiments Related to Chapter V-1 / p85 (0045.jp2)
  43. Experiments Related to Chapter V-2 / p88 (0047.jp2)
  44. References and Notes / p91 (0048.jp2)
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各種コード

  • NII論文ID(NAID)
    500000095350
  • NII著者ID(NRID)
    • 8000000095576
  • DOI(NDL)
  • NDL書誌ID
    • 000000259664
  • データ提供元
    • NDL-OPAC
    • NDLデジタルコレクション
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