6-(2-furan-3-yl-2-hydroxy-ethyl)-2,2,5-trimethyl[1,3]dioxin-4-one | 308805-64-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(2-furan-3-yl-2-hydroxy-ethyl)-2,2,5-trimethyl[1,3]dioxin-4-one
• CAS: 308805-64-3
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: PDWLWKFRNMCOGZ-SNVBAGLBSA-N

反应信息

• 作为反应物：
  描述：

  6-(2-furan-3-yl-2-hydroxy-ethyl)-2,2,5-trimethyl[1,3]dioxin-4-one 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 (R)-6-Furan-3-yl-3-methyl-dihydro-pyran-2,4-dione
  参考文献：
  名称：

  Efficient synthesis of chiral non-racemic 6-(furan-3-yl)-5,6-dihydro-pyran-2-ones

  摘要：

  The title compounds are accessible in high yields and enantioselectivities by a five-step sequence involving in the key-step asymmetric aldol condensations of masked acetoacetic esters to 3-formyl furan. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00396-1
• 作为产物：
  描述：

  3-糠醛 、 trimethyl-(2,2,5-trimethyl-6-methylene-6H-[1,3]dioxin-4-yloxy)-silane 在 titanium(IV) isopropylate 、 3 A molecular sieve 、 (R)-1,1'-Bi-2-naphthol 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 6-((S)-2-Furan-3-yl-2-hydroxy-ethyl)-2,2,5-trimethyl-[1,3]dioxin-4-one 、 6-(2-furan-3-yl-2-hydroxy-ethyl)-2,2,5-trimethyl[1,3]dioxin-4-one
  参考文献：
  名称：

  Enantioselective aldol condensation of O-silyl dienolates to aldehydes mediated by chiral BINOL–titanium complexes

  摘要：

  Chiral BINOL-titanium complexes have been shown to catalyze enantioselective aldol reactions between dioxinone derivatives and a set of aldehydes. The aldol adducts are isolated in good yields and high enantioselectivities. A range of substitution patterns on the O-silyl dienolate is possible: alkyl and benzyl substituents are tolerated. A simple reaction protocol is described and provides an efficient alternative to the well-known methods for conducting enantioselective Mukaiyama aldol reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00259-7