• Title/Summary/Keyword: claisen rearrangement

Search Result 36, Processing Time 0.022 seconds

Synthesis of Hydroxycyclopentane as a Synthetic Intermediate for Carbaprostacyclin (카바프로스타싸이클린의 중간체로 이용가능한 히드록시싸이클로펜탄의 합성)

  • 서영거;구본암;정재경;조윤상;나운용
    • YAKHAK HOEJI
    • /
    • v.37 no.3
    • /
    • pp.290-294
    • /
    • 1993
  • An efficient synthetic route to the trisubstituted cyclopentane as an useful synthetic intrermediate for carbaprostacyclin is described. Ireland Claisen rearrangement of a hydroxylactone has been employed as a key reaction.

  • PDF

Stereoselective Synthesis of a Novel Cyclohexene Version of Carbovir

  • Li, Hua;Hong, Joon-Hee
    • Bulletin of the Korean Chemical Society
    • /
    • v.28 no.10
    • /
    • pp.1645-1650
    • /
    • 2007
  • This paper describes a racemic and stereoselective synthetic route for a novel cyclohexenyl carbocyclic adenine analogue. The required stereochemistry of the target compound was controlled using a stereoselective glycolate Claisen rearrangement followed by α-chelated carbonyl addition. The introduction of 6-chloropurine was achieved using Mitsunobu conditions, and further modifications of the corresponding heterocycle gave the target cyclohexenyl nucleoside.

Synthesis of Quaternary Carbon Unit Containing Vinyl Substituent (Vinyl 치환기를 갖는 4급탄소 Unit의 합성)

  • Suh, Young-Ger;Kim, Hwa-Soon;Cho, Yoon-Sang
    • YAKHAK HOEJI
    • /
    • v.33 no.4
    • /
    • pp.226-228
    • /
    • 1989
  • In connection with the synthesis of the biologically active pimarane diterpenoids, some synthetic routes to the quaternary carbon unit were examined. Especially, Claisen rearrangement of allyl acetates prepared from acetol provided ${\gamma}-hydroxy$ acid containing vinyl substituent as the desired unit.

  • PDF

Selective Functionalization of Calix[6]arene

  • 남계천;박기숙
    • Bulletin of the Korean Chemical Society
    • /
    • v.16 no.2
    • /
    • pp.153-157
    • /
    • 1995
  • Calix[6]arenes are selectively dialkylated at the lower rim and further functionalized by the aminomethylation and Claisen Rearrangement reactions. Dialkylation was conducted by the reaction of calix[6]arene and alkyl halides such as benzyl bromide, allyl bromide, ethyl bromoacetate, propyl bromide, and methyl iodide under the carefully controlled reaction conditions. Aminomethylation was carried out with the treatment of disubstituted calix[6]arene and secondary amine in the presence of formaldehyde. Claisen rearrangement reaction of the O-diallylcalix[6]arene produced the p-diallylcalix[6]arene.