(1β,6β,7α)-1,7-Dimethylbicyclo<4.4.0>decane-2,8-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1β,6β,7α)-1,7-Dimethylbicyclo<4.4.0>decane-2,8-dione
• 英文别名: (4aR,5S,8aS)-5,8a-dimethyl-3,4,4a,5,7,8-hexahydro-2H-naphthalene-1,6-dione
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: BAPYGQXRXLEUKO-SBMIAAHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5,8a-二甲基-3,4,8,8a-四氢-1,6-(2H,7H)-萘二酮 以84%的产率得到
  参考文献：
  名称：

  Park Kwangyong, Scott William J., Wiemer David F., J. Org. Chem, 59 (1994) N 21, S 6313-6317

  摘要：

  DOI：

文献信息

• Investigation of the asymmetric ionic Diels–Alder reaction for the synthesis of cis-decalins
  作者：James C. Anderson、Alexander J. Blake、Jonathan P. Graham、Claire Wilson

  DOI：10.1039/b305116a

  日期：——

  limited subset of cis-decalin structures. Diastereoselectivities of 73% and 82% have been found for the asymmetric ionic Diels-Alder reaction between the chiral acetal derivatives of cyclohex-2-enone (6) and 2-methylcyclohex-2-enone (18) with 2,3-dimethyl-1,3-butadiene (7). Terminal substituents on the diene partner in general render the system unreactive. However a synthetically useful cis-decalin 31

  已经开发出离子Diels-Alder反应，其中α，β-不饱和缩醛与路易斯酸或布朗斯台德酸组合形成平衡浓度的活化的亲二烯体，以提供顺式十氢化萘的对映选择性合成。（2R，3R）-丁烷-2,3-二醇的Cyclohex-2-enone型手性缩醛已针对具有各种二烯的Lewis和Brønsted酸进行了筛选，可有效合成有限的顺式十氢萘结构子集。对于环己-2-烯酮（6）和2-甲基环己-2-烯酮（18）的手性乙缩醛衍生物与2,3-二甲基-丁烯之间的不对称离子Diels-Alder反应，发现非对映选择性为73％和82％。 1,3-丁二烯（7）。二烯配偶体上的末端取代基通常使体系不反应。但是，合成上有用的顺式十氢萘31
• An unusual cleavage of a side chain during catalytic hydrogenation of some octalones
  作者：A.S. Sarma、P. Chattopadhyay

  DOI：10.1016/s0040-4039(00)78844-7

  日期：1980.1

  Novel hydrogenolysis of a CC bond linking a benzyl side chain in some octalones is described.

  描述了在某些八角单体中连接苄基侧链的CC键的新型氢解反应。
• Effect of C-9 Substituents on the Regioselectivity of A-Ring Reactions in Derivatives of the Wieland-Miescher Ketone
  作者：Kwangyong Park、William J. Scott、David F. Wiemer

  DOI：10.1021/jo00100a037

  日期：1994.10

  The nature of C-9 substituents Was found to have a significant influence on the regio- and stereochemistry of A-ring reactions in a variety of Wieland-Miescher ketone derivatives. For example, Pd-catalyzed hydrogenation of the C-9 dioxolanes resulted in much better selectivity for the cis-funded products vis-a-vis the corresponding C-9 ketone, with the parent Wieland-Miescher ketone itself and both C-4 methyl and C-4 carboalkoxy substituted analogues. In addition, methylation and acylation of A-ring enolates favored the C-2 isomer when a C-9 dioxolane group was present, but the C-4 substituted isomer was predominant with the corresponding C-9 ketone. These differences in regiochemistry may allow selective elaboration of cis-fused decalins during preparation of complex natural products.
• Park Kwangyong, Scott William J., Wiemer David F., J. Org. Chem, 59 (1994) N 21, S 6313-6317
  作者：Park Kwangyong, Scott William J., Wiemer David F.

  DOI：——

  日期：——