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      KCI등재 SCOPUS SCIE

      Synthesis of C 21 ‐C 41 fragment of the reported structure of Neaumycin B

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      https://www.riss.kr/link?id=A109037481

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      다국어 초록 (Multilingual Abstract)

      영어
      한국어
      Stereoselective synthesis of the C
      21
      ‐C
      41
      fragment
      4
      of the reported structure of Neaumycin B(
      1
      ), a 28‐membered macrolide compound with 19‐chiral centers and 6,6‐spiroketal structure, has been described. C
      21
      ‐C
      27
      fragment
      5
      was synthesized from the commercially available
      (S)
      ‐Roche ester
      7
      using stereoselective allylation and Brown
      anti
      ‐crotylation as key steps. C
      28
      ‐C
      41
      fragment
      6
      was constructed from chiral oxazolidinone auxiliary
      13
      using Evans
      syn
      ‐aldol reaction, diastereoselective epoxidation, and
      (S)
      ‐CBS reduction as key steps. Finally, boron‐mediated acetate aldol reaction of
      5
      and
      6
      led to the synthesis of C
      21
      ‐C
      41
      fragment
      4
      for the reported structure of Neaumycin B (
      1
      ).
      번역하기

      Stereoselective synthesis of the C 21 ‐C 41 fragment 4 of the reported structure of Neaumycin B( 1 ...

      Stereoselective synthesis of the C
      21
      ‐C
      41
      fragment
      4
      of the reported structure of Neaumycin B(
      1
      ), a 28‐membered macrolide compound with 19‐chiral centers and 6,6‐spiroketal structure, has been described. C
      21
      ‐C
      27
      fragment
      5
      was synthesized from the commercially available
      (S)
      ‐Roche ester
      7
      using stereoselective allylation and Brown
      anti
      ‐crotylation as key steps. C
      28
      ‐C
      41
      fragment
      6
      was constructed from chiral oxazolidinone auxiliary
      13
      using Evans
      syn
      ‐aldol reaction, diastereoselective epoxidation, and
      (S)
      ‐CBS reduction as key steps. Finally, boron‐mediated acetate aldol reaction of
      5
      and
      6
      led to the synthesis of C
      21
      ‐C
      41
      fragment
      4
      for the reported structure of Neaumycin B (
      1
      ).

      더보기

      다국어 초록 (Multilingual Abstract)

      영어
      한국어
      Stereoselective synthesis of the C21-C41 fragment 4 of the reported structure of Neaumycin B(1), a 28-membered macrolide compound with 19-chiral centers and 6,6-spiroketal structure, has been described. C21-C27 fragment 5 was synthesized from the commercially available (S)-Roche ester 7 using stereoselective allylation and Brown anti-crotylation as key steps. C28-C41 fragment 6 was constructed from chiral oxazolidinone auxiliary 13 using Evans syn-aldol reaction, diastereoselective epoxidation, and (S)-CBS reduction as key steps.
      Finally, boron-mediated acetate aldol reaction of 5 and 6 led to the synthesis of C21-C41 fragment 4 for the reported structure of Neaumycin B (1).
      번역하기

      Stereoselective synthesis of the C21-C41 fragment 4 of the reported structure of Neaumycin B(1), a 28-membered macrolide compound with 19-chiral centers and 6,6-spiroketal structure, has been described. C21-C27 fragment 5 was synthesized from the comm...

      Stereoselective synthesis of the C21-C41 fragment 4 of the reported structure of Neaumycin B(1), a 28-membered macrolide compound with 19-chiral centers and 6,6-spiroketal structure, has been described. C21-C27 fragment 5 was synthesized from the commercially available (S)-Roche ester 7 using stereoselective allylation and Brown anti-crotylation as key steps. C28-C41 fragment 6 was constructed from chiral oxazolidinone auxiliary 13 using Evans syn-aldol reaction, diastereoselective epoxidation, and (S)-CBS reduction as key steps.
      Finally, boron-mediated acetate aldol reaction of 5 and 6 led to the synthesis of C21-C41 fragment 4 for the reported structure of Neaumycin B (1).

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