(S)-3-Propyl-dihydro-furan-2-one | 103411-93-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (S)-3-Propyl-dihydro-furan-2-one
• 英文别名: (3S)-3-propyloxolan-2-one
• CAS: 103411-93-4
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: GJWLOODNSXOUKV-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3R)-3-[(E)-prop-1-enyl]oxolan-2-one 生成 (S)-3-Propyl-dihydro-furan-2-one
  参考文献：
  名称：

  HENIN, F.;MORTEZAEI, R.;MUZART, J.;PETE, J. -P., TETRAHEDRON LETT., 1985, 26, N 40, 4945-4948

  摘要：

  DOI：

文献信息

• Asymmetric Hydrogenation of Olefins with Aprotic Oxygen Functionalities Catalyzed by BINAP-Ru(II) Complexes
  作者：Tetsuo Ohta、Tsutomu Miyake、Nobuo Seido、Hidenori Kumobayashi、Hidemasa Takaya

  DOI：10.1021/jo00107a014

  日期：1995.1

  Cyclic alpha,beta-unsaturated ketones, alkylidene lactones, and alkenyl ethers have been hydrogenated in high enantiomeric excesses by use of BINAP-Ru(II) complexes (BINAP = 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl) as catalysts. 2-Alkylidenecyclopentanones were hydrogenated in the presence of [RuCl(BINAP)(benzene)]Cl, Ru2Cl4(BINAP)2(NEt(3)), or Ru(OCO CH3 )(2)(BINAP) in up to 98% ee, while in the case of 2-benzylidene- and 2-(3-phenylpropylidene)cyclopentanones, enantiomeric excesses of the hydrogenation were below 50% under the same conditions. The sense of asymmetric induction as well as the enantioselectivity (95% ee) obtained in the hydrogenation of (E)-2-propylidene-gamma-butyrolactone were the same as those of the (Z)-isomer. Lactones, 2- and 4-alkylidene-gamma-butyrolactones, were converted to the corresponding saturated gamma-butyrolactones in 95% ee. Hydrogenation of diketene with the catalytic system derived from RuCl[(S)-BINAP](benzene)}Cl and triethylamine or complex Ru2Cl4[(S)-BINAP](2)(NEt(3)) established a new synthetic route to (R)-4-methyl-2-oxetanone, a promising monomer of biodegradable polymers, in up to 97% selectivity and 92% ee. Alkenyl ethers, 2-methylenetetrahydrofuran, and 2-methyl-3,4-dihydrofuran have also been hydrogenated to give 2-methyltetrahydrofuran in 91 and 87% ee, respectively.
• Asymmetric synthesis of 2-substituted butyrolactones and valerolactones
  作者：A. I. Meyers、Yukio Yamamoto、Edward D. Mihelich、Richard A. Bell

  DOI：10.1021/jo01302a009

  日期：1980.7
• HENIN, F.;MORTEZAEI, R.;MUZART, J.;PETE, J. -P., TETRAHEDRON LETT., 1985, 26, N 40, 4945-4948
  作者：HENIN, F.、MORTEZAEI, R.、MUZART, J.、PETE, J. -P.

  DOI：——

  日期：——