(3R,4S,5S,6S)-6-[tert-butyl(dimethyl)silyl]oxy-3,5-dimethyl-8-phenyloct-1-en-4-ol | 1292811-33-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3R,4S,5S,6S)-6-[tert-butyl(dimethyl)silyl]oxy-3,5-dimethyl-8-phenyloct-1-en-4-ol
• CAS: 1292811-33-6
• 化学式: C₂₂H₃₈O₂Si
• 分子量: 362.628
• InChiKey: IBXUUFPLSAVXEJ-QCFAMHMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.83
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (2R,3S)-2-methyl-3-(t-butyldimethylsilyloxy)-5-phenylpentanal 、 (R,R)-1,3-二-(4-溴苄基)-2-氯八氢-2-(2Z)-巴豆基-1H-1,3,2-苯并二氮杂硅杂环戊烷 在 scandium tris(trifluoromethanesulfonate) 、 tetra-n-butylammoniumfluoride trihydrate 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 以74%的产率得到(3R,4S,5S,6S)-6-[tert-butyl(dimethyl)silyl]oxy-3,5-dimethyl-8-phenyloct-1-en-4-ol
  参考文献：
  名称：

  A More Comprehensive and Highly Practical Solution to Enantioselective Aldehyde Crotylation

  摘要：

  The enantioselective crotylation of aldehydes with 1,2-diaminochlorocrotylsilane reagents is effectively catalyzed by Sc(OTf)(3). The one significant limitation on the utility of these reagents - substrate scope - has thus been addressed. The net result is the most comprehensive and highly practical method for enantioselective aldehyde crotylation yet advanced.

  DOI：

  10.1021/ja200712f

文献信息

• A More Comprehensive and Highly Practical Solution to Enantioselective Aldehyde Crotylation
  作者：Hyunwoo Kim、Stephen Ho、James L. Leighton

  DOI：10.1021/ja200712f

  日期：2011.5.4

  The enantioselective crotylation of aldehydes with 1,2-diaminochlorocrotylsilane reagents is effectively catalyzed by Sc(OTf)(3). The one significant limitation on the utility of these reagents - substrate scope - has thus been addressed. The net result is the most comprehensive and highly practical method for enantioselective aldehyde crotylation yet advanced.