약학회지 (YAKHAK HOEJI)

  • 제39권1호
  • /
  • Pages.31-35
  • /
  • 1995
  • /
  • 0377-9556(pISSN)
  • /
  • 2383-9457(eISSN)
대한약학회 (The Pharmaceutical Society of Korea)
권호 표지

7,8번 위치에 이중결합을 갖는 10-membered lactone의 효율적인 합성

Efficient Synthesis of 10-Membered Lactone Possessing Ring-olefin at 7,8-Position

  • 발행 : 1995.02.01
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초록

An unusual 10-membered lactone possesing ring-olefin at 7, 8-position has been efficiently synthesized. The $\omega$-hydroxy acid as a cyclization precusor was derived from $\varepsilon$-caprolactone in 41% overall yield of 7 steps and efficiently cyclized by Mukaiyama procedure.

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참고문헌

  1. Tetrahedron v.33 Synthesis of Macrolides Nicolau,K.C.
  2. Chem. Lett. v.1 Suh,Y.G.;Kim,S.A.;Cho,H.W.;Cho,Y.S.
  3. Synthesis v.168 Principles and Synthetic Applications in Crown Ether Chemistry Gokel,G.W.;Durst,H.D.
  4. Chem. Lett. v.49 The Facile Synthesis of Lactone Mukaiyama,T.;Usui,M.;Saigo,K.
  5. J. Org. Chem. v.43 Oxidation of Long-Chain and Related Alcohols to Carbonyl by Dimethylsulfoxide activated by Oxalyl Chloride Mancusu,A.Z.;Swern,D.
  6. Tetrahedron v.42 Claisen-Rearrangement Mediated Ring Contraction of Macrocyclic Lactones Funk,R.L.;Abelman,M.M.;Munger,J.D.