methyl (1S,4аR,5S,8аR)-5-{2-[(S)-7-hydroxy-3-(prop-2-yn-1-yl)-1,3-dihydroisobenzofuran-4-yl]ethyl}-1,4а-dimethyl-6-methylidenedecahydronaphthalene-1-carboxylate | 1400771-47-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: methyl (1S,4аR,5S,8аR)-5-{2-[(S)-7-hydroxy-3-(prop-2-yn-1-yl)-1,3-dihydroisobenzofuran-4-yl]ethyl}-1,4а-dimethyl-6-methylidenedecahydronaphthalene-1-carboxylate
• CAS: 1400771-47-2
• 化学式: C₂₈H₃₆O₄
• 分子量: 436.591
• InChiKey: PGSDUDCCCJADAS-BOLGFTMLSA-N

反应信息

• 作为产物：
  描述：

  methyl (1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylene-5-(2-{2-[1-(prop-2-yn-1-yloxy)but-3-yn-1-yl]furan-3-yl}ethyl)decahydronaphthalene-1-carboxylate 在 gold(III) chloride 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 methyl (1S,4аR,5S,8аR)-5-{2-[(R)-7-hydroxy-3-(prop-2-yn-1-yl)-1,3-dihydroisobenzofuran-4-yl]ethyl}-1,4а-dimethyl-6-methylidenedecahydronaphthalene-1-carboxylate 、 methyl (1S,4аR,5S,8аR)-5-{2-[(S)-7-hydroxy-3-(prop-2-yn-1-yl)-1,3-dihydroisobenzofuran-4-yl]ethyl}-1,4а-dimethyl-6-methylidenedecahydronaphthalene-1-carboxylate
  参考文献：
  名称：

  Synthetic transformations of higher terpenoids: XXIX. Gold catalyzed cycloisomerization of propargylaminomethyl substituted and propargyloxymethyl substituted furanolabdanoids

  摘要：

  16-Propargylaminomethyl substituted and 16-propargyloxymethyl substituted furanolabdanoids were synthesized, which under the action of AuCl3 in acetonitrile underwent cycloisomerization forming 7-hydroxyisoindolines or 7-hydroxydihydroisobenzofurans substituted by a terpenoid fragment.

  DOI：

  10.1134/s1070428012080088