2-methylallyl tosylcarbamate | 63924-64-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-methylallyl tosylcarbamate
• 英文别名: 2-Methylprop-2-en-1-yl (4-methylbenzene-1-sulfonyl)carbamate；2-methylprop-2-enyl N-(4-methylphenyl)sulfonylcarbamate
• CAS: 63924-64-1
• 化学式: C₁₂H₁₅NO₄S
• 分子量: 269.321
• InChiKey: RYIAIILXRDXGEC-UHFFFAOYSA-N

物化性质

• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methylallyl tosylcarbamate 在 dibromamine-T 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以81%的产率得到4-(bromomethyl)-4-methyl-3-tosyloxazolidin-2-one
  参考文献：
  名称：

  Regioselective Bromocyclization of Unsaturated N-Tosylcarbamates Promoted by N,N-Dibromosulfonamides

  摘要：

  DOI：

  10.1055/s-0034-1378314
• 作为产物：
  描述：

  对甲基苯磺酰异氰酸酯 、 2-甲基-2-丙烯-1-醇 以 二氯甲烷 为溶剂， 生成 2-methylallyl tosylcarbamate
  参考文献：
  名称：

  Regioselective Bromocyclization of Unsaturated N-Tosylcarbamates Promoted by N,N-Dibromosulfonamides

  摘要：

  DOI：

  10.1055/s-0034-1378314

文献信息

• Carbamate mediated functionalization of unsaturated alcohols II. Regio- and stereo-selective synthesis of 1,3-syn and 1,2-anti amino alcohol derivatives via iodocarbamation
  作者：Masahiro Hirama、Mitsuko Iwashita、Yutaka Yamazaki、Shô Itô

  DOI：10.1016/s0040-4039(01)91270-5

  日期：1984.1

  A regio- and stereo-selective introduction of nitrogen functions to double bonds of acyclic, allylic and homoallylic alcohols was achieved via iodocyclization of the corresponding N-sulfonylated O-carbamates.

  通过相应的N-磺酰基化的O-氨基甲酸酯的碘环化，将氮官能团的区域和立体选择性地引入氮官能团到无环，烯丙基和均烯丙基醇的双键上。
• Enantioselective Chloro-<i>O</i>-cyclization of Unsaturated<i>N</i>-Tosylcarbamates
  作者：Hui Yang、Guo-Tao Fan、Ling Zhou、Jie Chen

  DOI：10.1002/adsc.201601328

  日期：2017.4.17

  An enantioselective chloro‐O‐cyclization of unsaturated N‐tosylcarbamates has been developed for the first time using a Cinchona‐derived quaternary ammonium salt as the catalyst, the desired enantioenriched chloromethyldioxolanimines were prepared with excellent regioselectivities and high enantioselectivities.

  不饱和N-甲苯磺基氨基甲酸酯的对映选择性氯-O-环化反应是首次使用金鸡纳衍生的季铵盐作为催化剂开发的，制备了所需的对映体富集的氯甲基二氧杂苯胺，具有良好的区域选择性和高对映选择性。
• Pd-Catalyzed Intramolecular Aminohydroxylation of Alkenes with Hydrogen Peroxide as Oxidant and Water as Nucleophile
  作者：Haitao Zhu、Pinhong Chen、Guosheng Liu

  DOI：10.1021/ja412023b

  日期：2014.2.5

  A palladium-catalyzed intramolecular aminohydroxylation of alkenes was developed, in which H2O2 was applied as the sole oxidant. A variety of related alkyl alcohols could be successfully obtained with good yields and excellent diastereoselectivities, which directly derived from oxidation cleavage of alkyl C-Pd bond by H2O2. Facile transformation of these products provided a powerful tool toward the synthesis of 2-amino-1,3-diols and 3-ol amino acids. Preliminary mechanistic studies revealed that major nucleophilic attack of water (S(N)2 type) at high-valent Pd center contributes to the final C-O(H) bond formation.
• Palladium(II)-catalyzed oxidative aminocarbonylation of unsaturated carbamates
  作者：Yoshinao Tamaru、Hiraki Tanigawa、Souko Itoh、Masanari Kimura、Shuji Tanaka、Keigo Fugami、Takaaki Sekiyama、Zen-ichi Yoshida

  DOI：10.1016/s0040-4039(00)92329-3

  日期：1992.1

  N-Tosyl O-2-propenyl carbamates 4 undergo aminocarbonylation to provide N-tosyl-2-oxazolidinone 4-acetic acid esters 5 by the catalysis of PdCl2 under 1 atm of CO.
• XIRAMA, MASAXIRO;IVASITA, MITSUKO
  作者：XIRAMA, MASAXIRO、IVASITA, MITSUKO

  DOI：——

  日期：——