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Stereoselective Synthesis of 3(R) and 3(S)-Hydroxyeicos-4(E)-en-1-yne, a Component of the Marine Sponge Cribrochalina Vasculum
作者姓名:Wei LU  Guang Rong ZHENG  Da Xin GAO and Jun Chao CAI
作者单位:Shanghai Institute of Materia Medica,Chinese Academy of Sciences,Shanghai 200031
摘    要:Recently,aseriesofacetylenicalc0hols'possessingacharacteristic4-en-l-yn-3-olskeletonwasis0latedfromthemarinesp0ngeCribrochalinavasculum(Figure1)andshowedirnmnosuPpresiveandantitumoractivitiesinvitr0.1Toourknowledge,stereoselectivesynthesishasnotbeencarriedoutonthesecomPounds.WedescribehereinthestereoselectivesynthesisoftW0enantiomersof3-hydroxy-4(E)-en-l-yne(A)fromD-gluconolactoneandD-xyloserespectivelyusingacetylenictechnology.Bythepublishedmethod',theacetylenicalcohollwaspreparedfromD-gl…


Stereoselective Synthesis of 3(R) and 3(S)-Hydroxyeicos-4(E)-en-1-yne, a Component of the Marine SpongeCribrochalina Vasculum
Wei LU, Guang Rong ZHENG, Da Xin GAO and Jun Chao CAI.Stereoselective Synthesis of 3(R) and 3(S)-Hydroxyeicos-4(E)-en-1-yne, a Component of the Marine Sponge Cribrochalina Vasculum[J].Chinese Chemical Letters,1998(4).
Authors:Wei LU  Guang Rong ZHENG  Da Xin GAO and Jun Chao CAI
Abstract:Stereocontrolled synthesis of 3(R) and 3 (S)-hydroxyeicos-4(E)-en-1-yne has been achieved through double elimination of chloride intermediates 8 and 11, which were prepared from acetylenic alcohol intermediates 1 and 10.
Keywords:stereocontrolled synthesis  3-hydroxyeicos-4(E)-en-1-yne  double elimination
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