(S)-4-butylsulfanyl-4-phenyl-butan-2-one | 1286762-10-4

• 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: (S)-4-butylsulfanyl-4-phenyl-butan-2-one
• 英文别名: (4S)-4-butylsulfanyl-4-phenylbutan-2-one
• CAS: 1286762-10-4
• 化学式: C₁₄H₂₀OS
• 分子量: 236.378
• InChiKey: SZZRYBCJFHCWON-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丁硫醇 、 苄叉丙酮 在 (αR,αR)-α,α-双(叔丁基)-[2,2-联吡啶]-6,6-二甲醇 、 scandium tris(trifluoromethanesulfonate) 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 70.17h， 以83%的产率得到(S)-4-butylsulfanyl-4-phenyl-butan-2-one
  参考文献：
  名称：

  Sc(III)-Catalyzed Enantioselective Addition of Thiols to α,β-Unsaturated Ketones in Neutral Water

  摘要：

  This report concerns Lewis acid catalyzed enantioselective sulfa-Michael addition in neutral water by using a very efficient Sc(OTf)(3)/bipyridine 1 catalytic system. It is noteworthy that the protocol presented employs water as a reaction medium and allows us to obtain very high stereoselectivity and satisfactory yields for beta-keto sulphides deriving from aliphatic thiols. The recovery and reuse of both the aqueous medium and the catalytic system is also reported.

  DOI：

  10.1021/ol200379r

文献信息

• Sc(III)-Catalyzed Enantioselective Addition of Thiols to α,β-Unsaturated Ketones in Neutral Water
  作者：Simona Bonollo、Daniela Lanari、Ferdinando Pizzo、Luigi Vaccaro

  DOI：10.1021/ol200379r

  日期：2011.5.6

  This report concerns Lewis acid catalyzed enantioselective sulfa-Michael addition in neutral water by using a very efficient Sc(OTf)(3)/bipyridine 1 catalytic system. It is noteworthy that the protocol presented employs water as a reaction medium and allows us to obtain very high stereoselectivity and satisfactory yields for beta-keto sulphides deriving from aliphatic thiols. The recovery and reuse of both the aqueous medium and the catalytic system is also reported.