5-hydroxy-4-methyl-3-octanone | 343863-58-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-hydroxy-4-methyl-3-octanone
• 英文别名: 5-hydroxy-4-methyloctan-3-one
• CAS: 343863-58-1
• 化学式: C₉H₁₈O₂
• 分子量: 158.241
• InChiKey: VGGIVUORZFCUNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  11.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-hydroxy-4-methyl-3-octanone 在 phosphorus pentoxide 作用下， 生成 (E)-4-methyloct-4-en-3-one
  参考文献：
  名称：

  Dubois; Luft, Bulletin de la Societe Chimique de France, 1954, p. 1153

  摘要：

  DOI：
• 作为产物：
  描述：

  3-戊酮 在 氢氧化钾 作用下， 生成 5-hydroxy-4-methyl-3-octanone
  参考文献：
  名称：

  Dubois; Luft, Bulletin de la Societe Chimique de France, 1954, p. 1153

  摘要：

  DOI：

文献信息

• Catalytic Asymmetric Aldol-Type Reactions Using a Chiral (Acyloxy)borane Complex
  作者：Kazuaki Ishihara、Tohru Maruyama、Makoto Mouri、Qingzhi Gao、Kyoji Furuta、Hisashi Yamamoto

  DOI：10.1246/bcsj.66.3483

  日期：1993.11

  In the presence of 20 mol% of a chiral (acyloxy)borane (CAB) complex prepared from BH3·THF and a chiral mono-O-acylated tartaric acid, achiral silyl enol ethers or ketene silyl acetals react with achiral aldehydes to afford the corresponding aldol-type adducts in good yields with high enantio- and diastereoselectivities. Furthermore, the reactivity of aldol-type reactions can be improved without reducing

  在 20 mol% 的由 BH3·THF 和手性单-O-酰化酒石酸制备的手性（酰氧基）硼烷（CAB）配合物存在下，非手性甲硅烷基烯醇醚或烯酮甲硅烷基缩醛与非手性醛反应得到相应的醛醇型加合物产率高，对映选择性和非对映选择性高。此外，通过使用由3,5-双(三氟甲基)苯基硼酸和手性酒石酸衍生物制备的10-20mol%的CAB配合物，可以在不降低对映选择性的情况下提高羟醛型反应的反应性。通过使用由邻苯氧基苯基硼酸和手性酒石酸衍生物制备的 20 mol% 的 CAB 配合物，还可以在不降低化学产率的情况下提高对映选择性。
• Crossed Aldol Reaction Using Polymer-bound Lithium Amides
  作者：Atsushi Seki、Youichi Takizawa、Fusae Ishiwata、Masatoshi Asami

  DOI：10.1246/cl.2003.342

  日期：2003.4

  Polymer-bound lithium amides were used in an aldol reaction. The introduction of a spacer between the polymer backbone and the reactive site was important to enhance yields of the aldol products. The polymer-bound reagent was repeatedly used in the same reaction after the conversion to the lithium amide.

  聚合物结合的氨基化锂用于醛醇反应。在聚合物主链和反应位点之间引入间隔基对于提高羟醛产物的产率很重要。在转化为氨基化锂后，聚合物结合的试剂在同一反应中重复使用。
• Erythro selective aldol reaction of α-trichlorostannyl ketones
  作者：Eiichi Nakamura、Isao Kuwajima

  DOI：10.1016/s0040-4039(00)86266-8

  日期：1983.1
• Crossed aldol reaction using cross-linked polymer-bound lithium dialkylamide
  作者：Atsushi Seki、Fusae Ishiwata、Youichi Takizawa、Masatoshi Asami

  DOI：10.1016/j.tet.2004.04.026

  日期：2004.5

  Cross-linked polymer-bound lithium dialkylamides were employed in crossed aldol reaction of various carbonyl compounds with aldehydes to afford the corresponding beta-hydroxycarbonyl compounds. The introduction of spacer chains to the polymer-bound lithium dialkylamide between the base moiety and the polystyrene backbone effectively enhanced yields of the desired aldol adducts. Sometimes better yields were obtained by using the polymer-bound reagent having an appropriate spacer-chain with those obtained using lithium diisopropylamide under homogeneous conditions. Repeated use of these polymeric reagents was demonstrated with no loss of efficiency. (C) 2004 Elsevier Ltd. All rights reserved.
• HARADA, TAIRA;MUKAIYAMA, TERUAKI, CHEM. LETT., 1982, N 4, 467-470
  作者：HARADA, TAIRA、MUKAIYAMA, TERUAKI

  DOI：——

  日期：——