3,6-dimethyl-3,6-dihydro-pyran-2-one | 343268-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3,6-dimethyl-3,6-dihydro-pyran-2-one
• 英文别名: 3,6-Dihydro-3,6-dimethyl-2H-pyran-2-one；2,5-dimethyl-2,5-dihydropyran-6-one
• CAS: 343268-71-3
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: IVNWDECBBBXLPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,6-dimethyl-3,6-dihydro-pyran-2-one 以92%的产率得到
  参考文献：
  名称：

  PROCTER, GARRY;RUSSELL, ANDREW T.;MURPHY, PATRICK J.;TAN, T. S.;MATHER, A+, TETRAHEDRON, 44,(1988) N 13, 3953-3973

  摘要：

  DOI：
• 作为产物：
  描述：

  5-(1-hydroxyethyl)-3-methyl-4-trimethylsilyloxolan-2-one 以91%的产率得到
  参考文献：
  名称：

  PROCTER, GARRY;RUSSELL, ANDREW T.;MURPHY, PATRICK J.;TAN, T. S.;MATHER, A+, TETRAHEDRON, 44,(1988) N 13, 3953-3973

  摘要：

  DOI：

文献信息

• High diastereofacial selectivity in the reaction of silyl enol ethers with chlorosulfides
  作者：Javed Iqbal、Alka Shukla

  DOI：10.1016/s0040-4020(01)96197-6

  日期：1991.10

  The chlorosulfides 1 or 2 react with silyl enol ethers in presence of anhydrous zinc bromide to give mainly the corresponding syn products 4 or 6 respectively. The high syn selectivity of these reaction is explained by nucleophilic addition to a Chelated Chiral thioniun ion.

  氯硫化物1或2在无水溴化锌的存在下与甲硅烷基烯醇醚反应，分别主要得到相应的合成产物4或6。这些反应的高顺式选择性可以通过向螯合的手性巯基离子的亲核加成来解释。
• Natural product synthesis using π-allyltricarbonyliron lactone complexes: Synthesis of parasorbic acid, the carpenter bee pheromone and malyngolide
  作者：Averil M. Horton、Steven V. Ley

  DOI：10.1016/0022-328x(85)87394-0

  日期：1985.4

  Preparation of three δ-lactonic natural products, parasorbic acid, the carpenter bee pheromone and malyngolide has been achieved from π-allyltricarbonyliron lactone complexes as the key synthetic intermediates.

  以π-烯丙基三羰基铁内酯配合物为关键合成中间体，制备了三种δ-内酯天然产物，山梨酸，木工蜂信息素和malyngolide。
• Synthesis of 2,6-Dideoxysugars via Ring-Closing Olefinic Metathesis
  作者：Peter R. Andreana、Jason S. McLellan、Yongchen Chen、Peng George Wang

  DOI：10.1021/ol026710m

  日期：2002.10.1

  graphicGrubbs' RuCl2(=CHPh)(PCy3)(2) (catalyst 1) and RuCl2(=CHPh)(PCy3)(IMess) (catalyst 2) complexes have been successfully utilized in the construction of beta,gamma-unsaturated delta-lactones containing various substitution patterns of methyl groups. Asymmetric dihydroxylation followed by reduction leads to 3,4-cis-dihydroxy-2,6-dideoxypyranoses, which have proven to play very important biological roles as key components of natural products.