2-Methyl-hexin-(4)-ol-(2) | 857765-94-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methyl-hexin-(4)-ol-(2)
• 英文别名: 2-methyl-4-hexyl-2-ol；2-methyl-hex-4-yn-2-ol；2-Methylhex-4-yn-2-ol
• CAS: 857765-94-7
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: CUGYULCOQVIQRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Methyl-hexin-(4)-ol-(2) 在 dicarbonylacetylacetonato rhodium (I) 、 三乙胺 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、4.14 MPa 条件下， 反应 20.5h， 生成 (3S,4S)-2-(5,5-dimethyl-2,2-diphenyloxasilolan-3-ylidene)-4-methylhex-5-en-3-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
• 作为产物：
  描述：

  戊-3-炔酸 以 乙醚 为溶剂， 生成 2-Methyl-hexin-(4)-ol-(2)
  参考文献：
  名称：

  Anchimeric assistance, rearrangement, and solvent addition in the formolysis of a nonconjugated acetylenic (homopropargylic) tosylate

  摘要：

  DOI：

  10.1021/ja01040a025

文献信息

• COMPOSITIONS AND METHODS FOR STEREOSELECTIVE ALDEHYDE ALLYLATION AND CROTYLATION
  申请人：KIM Hyunwoo

  公开号：US20120190875A1

  公开（公告）日：2012-07-26

  Compositions and methods for practical, stereoselective allylation and crotylation for aldehyde substrates are described. The compositions and methods comprise reagents for allylation and/or crotylation and acids. In some embodiments, the reagents and acids are pre-mixed.

  本发明描述了一种用于醛底物的实用、立体选择性的烯丙基化和丙烯基化的组合物和方法。该组合物和方法包括用于烯丙基化和/或丙烯基化的试剂和酸。在一些实施例中，试剂和酸是预混合的。
• Tandem Silylformylation−Crotylsilylation/Tamao Oxidation of Internal Alkynes: A Remarkable Example of Generating Complexity from Simplicity
  作者：Jared T. Spletstoser、Michael J. Zacuto、James L. Leighton

  DOI：10.1021/ol802489w

  日期：2008.12.18

  The rhodium-catalyzed tandem silylformylation-crotylsilylation reaction has been extended to include internal alkynes. Tamao oxidation of the initial product leads to the production of a substituted enol, which undergoes highly diastereoselective tautomerization. The resulting one-pot procedure fashions three new stereocenters, a ketone, and a terminal alkene from a butenyl group, a propynyl group

  铑催化的串联甲硅烷基甲酰化-巴豆基甲硅烷基化反应已扩展到包括内部炔烃。初始产物的 Tamao 氧化导致取代的烯醇的产生，该烯醇经历高度非对映选择性互变异构化。由此产生的一锅法由丁烯基、丙炔基、甲硅烷基氢化物、H2O2 和 CO 形成三个新的立体中心、一个酮和一个末端烯烃。
• US8536360B2
  申请人：——

  公开号：US8536360B2

  公开（公告）日：2013-09-17
• Anchimeric assistance, rearrangement, and solvent addition in the formolysis of a nonconjugated acetylenic (homopropargylic) tosylate
  作者：Joseph William Wilson

  DOI：10.1021/ja01040a025

  日期：1969.6
• 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.