摘要
混合高序铜法立体选择性合成（±）┐ＥｐｉｌｉｔｓｅｎｏｌｉｄｅＣ２陈祖兴李焰＊黄精美黄锦霞徐章煌（湖北大学化学系武汉４３００６２）关键词烷叉基二氢羟基甲基（３Ｈ）呋喃酮，混合高序铜，立体选择性反应１９９６－０８－２８收稿，１９９７－０５－０６修回湖北...
Lithium (αcaralkoxyvinyl) (2thienyl) mixed higher order cyanocuprate(3), prepared by addition reaction of ethyl propiolate with (nC13H27) (2thienyl) CuCNLi2(2), was coupled with cisbromopropylene under Pd(PPh3)4, gaving ethyl 1(Zpropylidene)1Ehexadecenate(4). The title compound (±)epilitsenolide C2, (3Z,4α,5α)4hydroxyl5methyl3tetradecylidenetetrahydro2furanone(1) was then selectively synthesized through epoxidation of the diene ester with mchloroperbenzoic acid as oxidant and stereospecific lactonation by acid catalysis. The title compound(1) showed E: Z>98∶2 and cis∶trans>96∶4. The method proposed has advantages of short route and high yield. Thus a new efficient method is presented for stereo selective synthesis of 3alkylidene4,5dihydro4hydroxy5methyl2(3H)furanones.
出处
《应用化学》
CAS
CSCD
北大核心
1997年第4期111-113,共3页
Chinese Journal of Applied Chemistry
基金
湖北省自然科学基金
关键词
烷叉基
呋喃酮
混合高序铜
Epilitsenolide
Epilitsenolide C2,alkylidenedihydrohydroxymethylfuranone,mixed higher order cyanocuprate,steoreoselective synthesis
