spiro[4,5]dec-6-ene | 697-28-9

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: spiro[4,5]dec-6-ene
• 英文别名: spiro[4.5]dec-6-ene；Spiro[4.5]dec-6-en；Spiro<4.5>decen-(1)；Spiro<4.5>dec-6-en；spiro[4.5]dec-9-ene
• CAS: 697-28-9
• 化学式: C₁₀H₁₆
• 分子量: 136.237
• InChiKey: XWMQTBGGOQTTMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  spiro[4,5]dec-6-ene 在 氧气 作用下， 生成 螺[4.5]癸-9-烯-8-酮
  参考文献：
  名称：

  Chirko,A.I.; Perzashkevich,V.S., Journal of Organic Chemistry USSR (English Translation), 1966, vol. 2, p. 1999 - 2002

  摘要：

  DOI：
• 作为产物：
  描述：

  spiro[4.5]decan-6-ol 在 aluminum oxide 作用下， 生成 spiro[4,5]dec-6-ene
  参考文献：
  名称：

  The Preparation and Dehydration of 6-Hydroxyspiro [4,5] decane, a Neopentyl System

  摘要：

  DOI：

  10.1021/ja01516a040

文献信息

• Enantioselective Epoxidation of Nonconjugated <i>cis</i>-Olefins by Chiral Dioxirane
  作者：Christopher P. Burke、Yian Shi

  DOI：10.1021/ol901724v

  日期：2009.11.19

  A variety of nonconjugated cis-olefins has been enantioselectively epoxidized with chiral ketones 2, and up to 92% ee has been obtained. The two prochiral faces of an olefin are likely stereodifferentiated by the relative hydrophobicity of the olefin substituents and/or allylic oxygen functionality.

  多种非共轭顺式烯烃已与手性酮2对映选择性环氧化，获得了高达 92% 的 ee。烯烃的两个前手性面可能因烯烃取代基和/或烯丙基氧官能团的相对疏水性而立体分化。
• Oxidation of Olefins into α-Phenylseleno Carbonyl Compounds. Highly Regioselective<i>anti</i>-Markownikoff Type Oxidation of Allylic Alcohol Derivatives
  作者：Makoto Shimizu、Ryo Takeda、Isao Kuwajima

  DOI：10.1246/bcsj.54.3510

  日期：1981.11

  (C6H5Se)2–(C6H5SeO)2O system, oxoselenenylation reactions of C=C bonds have been examined with allylic and homoallylic alcohol derivatives, and substituted cyclohexenes, and allyl t-butyldimethylsilyl ethers are found to undergo regioselective conversion into β-siloxy α-phenylseleno carbonyl compounds in high yields.

  通过使用 (C6H5Se)2–t-BuOOH 或 ( )2–( O)2O 系统，C=C 键的氧代硒烯基化反应已经用烯丙醇和高烯丙醇衍生物、取代的环己烯和烯丙基叔丁基二甲基甲硅烷基醚进行了研究发现以高产率进行区域选择性转化为 β-甲硅烷氧基 α-苯基硒羰基化合物。
• Novel Catalytic Kinetic Resolution of Racemic Epoxides to Allylic Alcohols
  作者：Arnaud Gayet、Sophie Bertilsson、Pher G. Andersson

  DOI：10.1021/ol025983e

  日期：2002.10.1

  [formula: see text] The kinetic resolution of racemic epoxides via catalytic enantioselective rearrangement to allylic alcohols was investigated. Using the Li-salt of (1S,3R,4R)-3-(pyrrolidinyl)methyl-2-azabicyclo [2.2.1] heptane 1 as catalyst allowed both epoxides and allylic alcohols to be obtained in an enantioenriched form.

  研究了外消旋环氧化物通过催化对映选择性重排为烯丙基醇的动力学拆分。使用（1S，3R，4R）-3-（吡咯烷基）甲基-2-氮杂双环[2.2.1]庚烷1的锂盐作为催化剂，可以得到对映体富集形式的环氧化物和烯丙基醇。
• Fragmentation of Nitrone Triflates to 9-Membered Rings
  作者：John A. Murphy、Mohan Mahesh、Gary McPheators、R. Vijaya Anand、Thomas M. McGuire、Robert Carling、Alan R. Kennedy

  DOI：10.1021/ol071049d

  日期：2007.8.1

  A new fragmentative rearrangement of nitrone derivatives to form 9-membered rings is reported. The fragmentations are triggered when nitrones are treated with triflic anhydride; a C-C bond antiperiplanar to the cleaving N-O bond is activated either by an oxygen lone pair or by an electron-rich aromatic ring. In the former case, further cyclization of the 9-membered intermediate leads to a rearranged condensed ring system, but when triggered by arenes, 9-membered ring amides are isolated.
• Singh, Manorama; Singh, Krishna Nand; Misra, Ram Achal, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 2, p. 173 - 176
  作者：Singh, Manorama、Singh, Krishna Nand、Misra, Ram Achal

  DOI：——

  日期：——