(R)-2-(9H-xanthen-9-yl)hexan-1-ol | 1349797-99-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (R)-2-(9H-xanthen-9-yl)hexan-1-ol
• 英文别名: (2R)-2-(9H-xanthen-9-yl)hexan-1-ol
• CAS: 1349797-99-4
• 化学式: C₁₉H₂₂O₂
• 分子量: 282.382
• InChiKey: SQCFBGDVNGXGCB-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 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：

  (R)-2-(9H-xanthen-9-yl)hexanal 在 甲醇 、 sodium tetrahydroborate 作用下， 反应 0.5h， 生成 (R)-2-(9H-xanthen-9-yl)hexan-1-ol
  参考文献：
  名称：

  二芳基脯氨醇甲硅烷基醚与布朗斯台德酸的协同催化醛与醇的高度对映选择性分子间烷基化

  摘要：

  两个合作体系：I / 2,3,4-三羟基苯甲酸和I / TfOH可实现醛的高度对映选择性分子间α-烷基化。这些系统可提供高收率的官能化醛，并具有出色的ee和de值，且具有广泛的底物范围（参见方案； R 1 =烷基，R 2，R 3 =芳基或R 2 =二茂铁基，R 3 =苯基或R 2 =吲哚基，R 3 =苯基。

  DOI：

  10.1002/asia.201100692

文献信息

• Organocatalytic Enantioselective Dehydrogenative<i>α</i>-Alkylation of Aldehydes with Benzylic Compounds
  作者：Fen Huang、Lubin Xu、Jian Xiao

  DOI：10.1002/cjoc.201200850

  日期：2012.11

  The highly enantioselective cross‐dehydrogenative coupling of aldehydes with benzylic compounds has been developed as an efficient and rapid protocol for synthesis of enantioriched α‐alkylated aldehydes.

  醛与苄基化合物的高度对映选择性的交叉脱氢偶联已被开发为合成对映异构的α-烷基化醛的一种有效且快速的方法。
• The acid free asymmetric intermolecular α-alkylation of aldehydes in fluorinated alcohols
  作者：Jian Xiao、Kai Zhao、Teck-Peng Loh

  DOI：10.1039/c2cc30261f

  日期：——

  The acid free asymmetric intermolecular α-alkylation of aldehydes with alcohols has been discovered using trifluoroethanol as solvent. This unprecedented system affords the enantioenriched functionalized primary alcohols (after NaBH4 reduction) in high yields and good to excellent enantioselectivities with wide substrate scope in the absence of any acid additive.

  以三氟乙醇为溶剂，发现了醛与醇的无酸不对称分子间δ-烷基化反应。这种前所未有的体系在不使用任何酸添加剂的情况下，能以高产率和良好甚至极佳的对映选择性生成对映体富集的官能化伯醇（NaBH4 还原后），并且具有广泛的底物范围。
• Merging Organocatalysis with Transition Metal Catalysis: Highly Stereoselective α-Alkylation of Aldehydes
  作者：Jian Xiao

  DOI：10.1021/ol3002859

  日期：2012.4.6

  The unprecedented cooperative systems involving a diarylprolinol silyl ether with various Lewis acids have been found to effect the highly enantioselective intermolecular alpha-alkylation of aldehydes. A wide variety of aldehydes and alcohols can be transformed into the desired highly functionalized aldehydes In high yields, excellent enantioselectivities, and good diastereoselectivities at room temperature under mild conditions.
• Highly Enantioselective Intermolecular Alkylation of Aldehydes with Alcohols by Cooperative Catalysis of Diarylprolinol Silyl Ether with Brønsted Acid
  作者：Jian Xiao、Kai Zhao、Teck-Peng Loh

  DOI：10.1002/asia.201100692

  日期：2011.11.4

  Two cooperative systems: I/2,3,4‐trihydroxybenzoic acid and I/TfOH effect highly enantioselective intermolecular α‐alkylation of aldehydes. These systems afford functionalized aldehydes in high yields, and with excellent ee and de values with broad substrate scope (see scheme; R1=alkyl, R2,R3=aryl, or R2=ferrocenyl, R3=phenyl, or R2=indolyl, R3=phenyl).

  两个合作体系：I / 2,3,4-三羟基苯甲酸和I / TfOH可实现醛的高度对映选择性分子间α-烷基化。这些系统可提供高收率的官能化醛，并具有出色的ee和de值，且具有广泛的底物范围（参见方案； R 1 =烷基，R 2，R 3 =芳基或R 2 =二茂铁基，R 3 =苯基或R 2 =吲哚基，R 3 =苯基。