位置:成果数据库 > 期刊 > 期刊详情页
3,6-二氯哒嗪-金鸡纳生物碱衍生物催化不对称“中断的”Feist-Bénary反应的研究
  • 期刊名称:有机化学,2008;28(1):94-98.
  • 时间:0
  • 分类:O623.12[理学—有机化学;理学—化学]
  • 作者机构:[1]南阳师范学院化学与制药工程学院,南阳473061, [2]第四军医大学药学系化学教研室,西安710032
  • 相关基金:国家自然科学基金(No.20572131)资助项目.
  • 相关项目:新型手性P,P和P,N配体的合成及其在不对称催化反应中的应用
中文摘要:

将以烯烃为原料通过Sharpless不对称双羟化等多步反应合成的8种手性β-氨基醇,作为有机小分子催化剂,用于催化α,β-不饱和酮的不对称环氧化反应.考察了影响对映选择性的催化剂结构、催化剂用量、氧化剂种类、溶剂、反应温度等因素.结果表明,当催化剂用量为30 mol%、氧化剂为TBHP(叔丁基过氧化氢)、正己烷溶剂、在室温下、以(1S,2R)-(+)-1,2-二苯基-2-甲氨基乙醇(3)作催化剂时,所得环氧化物的对映体过量最高为70%ee,产率最高为84%.

英文摘要:

Starting from correspongding olefins, eight chiral β-aminoalcohols were synthesized by Sharpless asymmetric dihydroxylation and applied in the organocatalytic asymmetric epoxidation of α,β-enones. The effects of the amount of catalysts, the structure of catalysts, oxidant, solvent and reaction temperature on enantioselectivity were also studied. When the amount of catalyst was 30 mol% relative to α,β-enones, tert-butyl hydroperoxide (TBHP) as oxidant, hexane as a solvent at room temperature, (1S,2R)-1,2-diphenyl- 2-(N-methyl)aminoethanol (3) has been successfully applied as catalyst in asymmetric epoxidation of α,β-enones with the yield up to 84% and enantiomeric excesses up to 70%.

同期刊论文项目
同项目期刊论文