2-苯基-1,6-二氧杂-螺[4.5]癸烷 | 1048993-32-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-苯基-1,6-二氧杂-螺[4.5]癸烷
• 英文名称: 2-phenyl-1,6-dioxa-spiro[4.5]decane
• 英文别名: 2-Phenyl-1,10-dioxaspiro[4.5]decane；2-phenyl-1,10-dioxaspiro[4.5]decane
• CAS: 1048993-32-3
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: LIZIGLCRXFAKLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(hex-5-yn-1-yloxy)tetrahydro-2H-pyran 在 正丁基锂 、 mercuric triflate 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 乙腈 为溶剂， 反应 2.17h， 生成 2-苯基-1,6-二氧杂-螺[4.5]癸烷
  参考文献：
  名称：

  A Highly Efficient Access to Spiroketals, Mono-unsaturated Spiroketals, and Furans: Hg(II)-Catalyzed Cyclization of Alkyne Diols and Triols

  摘要：

  Hg(II) salts are identified as highly efficient catalysts for the versatile construction of spiroketals from alkyne diols in aqueous conditions. Monounsaturated spiroketals and furans were accessed with equal ease when propargylic triols (or propargylic diols) were subjected to similar conditions. Even the semiprotected alkyne diols gave the corresponding spiroketals with the same ease in a cascade manner. The reactions are Instant and high yielding at ambient temperatures. Regioselectivity issues are well addressed.

  DOI：

  10.1021/ol201102x

文献信息

• Synthesis of spiroacetals using functionalised titanium carbenoids
  作者：Calver A. Main、Shahzad S. Rahman、Richard C. Hartley

  DOI：10.1016/j.tetlet.2008.05.094

  日期：2008.8

  titanium carbenoid reagents (Schrock carbenes) followed by acid-induced cyclisation of the resulting enol ethers constitutes a new method for the preparation of [4.4], [4.5] and [5.5] spiroacetals (1,6-dioxaspiro[4.4]nonanes, 1,6-dioxaspiro[4.5]decanes and 1,7-dioxaspiro[5.5]undecanes, respectively, sometimes termed 5,5-, 5,6- and 6,6-spiroketals). The titanium carbenoids are easily generated from readily

  内酯与功能化钛类卡宾试剂（Schrock卡宾）进行烷基化，然后酸诱导的烯醇醚环化，构成了一种新的制备[4.4]，[4.5]和[5.5]螺缩醛（1,6-dioxaspiro [ 4.4]壬烷，1,6-二氧杂螺[4.5]癸烷和1,7-二氧杂螺[5.5]十一烷，有时被称为5,5-，5,6-和6,6-螺酮。易于从容易获得的硫缩醛中生成钛类化合物。
• Highly efficient catalytic routes to spiroketal motifs
  作者：Selvasothi Selvaratnam、Joanne H.H. Ho、Paul B. Huleatt、Barbara A. Messerle、Christina L.L. Chai

  DOI：10.1016/j.tetlet.2008.12.075

  日期：2009.3

  The versatile and efficient synthesis of a variety of spiroketal motifs via the double intramolecular hydroalkoxylation of aliphatic and aromatic alkyne diols was achieved using simple and readily accessible Ir(I) and Rh(I) cyclooctadiene complexes as catalysts.

  通过使用简单易得的Ir（I）和Rh（I）环辛二烯络合物作为催化剂，通过脂肪族和芳香族炔二醇的双分子内加氢烷氧基化，可以实现多种螺环基序化合物的通用和高效合成。