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[(E)-3-(Diisobutyl-λ4-tellanylidene)-propenyl]-trimethyl-silane | 147455-75-2

中文名称
——
中文别名
——
英文名称
[(E)-3-(Diisobutyl-λ4-tellanylidene)-propenyl]-trimethyl-silane
英文别名
——
[(E)-3-(Diisobutyl-λ<sup>4</sup>-tellanylidene)-propenyl]-trimethyl-silane化学式
CAS
147455-75-2
化学式
C14H30SiTe
mdl
——
分子量
354.078
InChiKey
MVTPVSNRLIJJOV-CMDGGOBGSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    4.61
  • 重原子数:
    16
  • 可旋转键数:
    6
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.79
  • 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:
    [(E)-3-(Diisobutyl-λ4-tellanylidene)-propenyl]-trimethyl-silane氢氧化钾 、 lithium bromide 作用下, 以 四氢呋喃甲醇 为溶剂, 生成 1-benzoyl-trans-2-phenyl-trans-3-[(E)-2-(trimethylsilyl)vinyl]cyclopropane
    参考文献:
    名称:
    Cyclopropanation Reactions of Allylic Ylides with α,β-Unsaturated Esters and Amides:  Tuning of Stereoselectivity and the Dramatic Effect of Lithium Salts
    摘要:
    The allylic telluronium ylides 2a-2c, generated in situ from the corresponding telluronium salts 1a-1c in the presence of a lithium salt, reacted with alpha,beta-unsaturated esters or amides to afford trans-2-vinyl-trans-3-substituted cyclopropyl esters or amides, respectively, with high selectivity and generally excellent yields. in the absence of lithium salts, the stereoselectivity of these reactions changed to give cis-2-vinyl-trans-3-substituted cyclopropyl esters or amides. The ratio of the two isomers 4 and 5 can be tuned from 99:1 to 1:99. Other factors, such as temperature, solvents, and amounts of base, are also shown to influence the stereochemistry of this reaction. mechanism for tuning of the reaction stereochemistry by simply varying reaction conditions is proposed.
    DOI:
    10.1021/jo960063t
  • 作为产物:
    参考文献:
    名称:
    Cyclopropanation Reactions of Allylic Ylides with α,β-Unsaturated Esters and Amides:  Tuning of Stereoselectivity and the Dramatic Effect of Lithium Salts
    摘要:
    The allylic telluronium ylides 2a-2c, generated in situ from the corresponding telluronium salts 1a-1c in the presence of a lithium salt, reacted with alpha,beta-unsaturated esters or amides to afford trans-2-vinyl-trans-3-substituted cyclopropyl esters or amides, respectively, with high selectivity and generally excellent yields. in the absence of lithium salts, the stereoselectivity of these reactions changed to give cis-2-vinyl-trans-3-substituted cyclopropyl esters or amides. The ratio of the two isomers 4 and 5 can be tuned from 99:1 to 1:99. Other factors, such as temperature, solvents, and amounts of base, are also shown to influence the stereochemistry of this reaction. mechanism for tuning of the reaction stereochemistry by simply varying reaction conditions is proposed.
    DOI:
    10.1021/jo960063t
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文献信息

  • Cyclopropanation Reactions of Allylic Ylides with α,β-Unsaturated Esters and Amides:  Tuning of Stereoselectivity and the Dramatic Effect of Lithium Salts
    作者:Yong Tang、Yao-Zeng Huang、Li-Xin Dai、Zheng-Fa Chi、Li-Ping Shi
    DOI:10.1021/jo960063t
    日期:1996.1.1
    The allylic telluronium ylides 2a-2c, generated in situ from the corresponding telluronium salts 1a-1c in the presence of a lithium salt, reacted with alpha,beta-unsaturated esters or amides to afford trans-2-vinyl-trans-3-substituted cyclopropyl esters or amides, respectively, with high selectivity and generally excellent yields. in the absence of lithium salts, the stereoselectivity of these reactions changed to give cis-2-vinyl-trans-3-substituted cyclopropyl esters or amides. The ratio of the two isomers 4 and 5 can be tuned from 99:1 to 1:99. Other factors, such as temperature, solvents, and amounts of base, are also shown to influence the stereochemistry of this reaction. mechanism for tuning of the reaction stereochemistry by simply varying reaction conditions is proposed.
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