(S)-tert-butyl(4,4-dibromo-2-methylbut-3-enyloxy)dimethylsilane | 408305-71-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (S)-tert-butyl(4,4-dibromo-2-methylbut-3-enyloxy)dimethylsilane
• 英文别名: (S)-1,1-dibromo-4-tert-butyldimethylsilyloxy-3-methylbut-1-ene
• CAS: 408305-71-5
• 化学式: C₁₁H₂₂Br₂OSi
• 分子量: 358.189
• InChiKey: NZQJJNXKDABHFQ-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl(4,4-dibromo-2-methylbut-3-enyloxy)dimethylsilane 在 Schwartz's reagent 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 8.0h， 生成 (2S)-2-methyl-3E,5E-octadien-7-yn-1-ol t-butyldimethylsilyl ether
  参考文献：
  名称：

  Zeng, Fanxing; Negishi, Ei-Ichi, Organic Letters, 2002, vol. 4, # 5, p. 703 - 706

  摘要：

  DOI：
• 作为产物：
  描述：

  (2R)-3-[[(叔丁基)二甲基硅烷基]氧基]-2-甲基丙酸甲酯 在 二异丁基氢化铝 、 potassium carbonate 、 三苯基膦 作用下， 生成 (S)-tert-butyl(4,4-dibromo-2-methylbut-3-enyloxy)dimethylsilane
  参考文献：
  名称：

  Zeng, Fanxing; Negishi, Ei-Ichi, Organic Letters, 2002, vol. 4, # 5, p. 703 - 706

  摘要：

  DOI：

文献信息

• Diastereoselective Spiroketalization: Stereocontrol Using An Iron(0) Tricarbonyl Diene Complex
  作者：Robert S. Paley、Madeleine C. Laupheimer、Nathaniel A. K. Erskine、Paul R. Rablen、Robert D. Pike、James S. Jones

  DOI：10.1021/ol102472g

  日期：2011.1.7

  chirality can influence the formation of an adjacent spiroketal stereocenter. Appropriately functionalized enantiomerically pure 1- and 2-sulfinyl 1,3-dien-5-ones and their corresponding iron(0) tricarbonyl complexes (7, 17) have been prepared, and the derived spiroketals (8, 18) are made in good to excellent diastereoselectivity. A preliminary exploration of the combined effects of planar and central

  已经证明平面手性的元素可以影响相邻的螺状立体中心的形成。适当官能化对映体纯1-和2-亚磺酰基-1,3-二烯-5-酮和它们相应的铁（0）三羰基复合物（7，17）已经被制备，并且所导出spiroketals（8，18）以良好的制具有出色的非对映选择性。对平面和中心手性对非对映选择性的综合影响的初步探索揭示了匹配和不匹配的组合（14）。
• Synthesis and Spectroscopic Analysis of a Stereoisomer Library of the Phytophthora Mating Hormone α1 and Derived Bis-Mosher Esters
  作者：Reena Bajpai、Dennis P. Curran

  DOI：10.1021/ja2082679

  日期：2011.12.21

  Fluorous mixture synthesis provided all eight diastereomers of the phytophthora hormone alpha 1 with the R configuration at C11 as individual samples after demixing and detagging. The library of all possible bis-Mosher esters (16) was then made by esterification. Complete sets of H-1, C-13, and (for the Mosher esters) F-19 NMR spectra were recorded, assigned, and compared with each other and with published spectra. Not all of the spectra are unique, and the H-1 NMR spectra of the Mosher esters provided the most information. The previous assignment of the natural sample as an "all-R" stereoisomer mixed with its 3S-epimer was confirmed.
• An Approach to the Core Structure of Leiodermatolide
  作者：Christian Rink、Vaidotas Navickas、Martin E. Maier

  DOI：10.1021/ol200584a

  日期：2011.5.6

  The synthesis of the 16-membered core structure of leiodermatolide 40 has been achieved in 26 linear steps starting from (R)-Roche ester. The key steps in the synthesis of 40 are a Stille cross-coupling between two main fragments 11 and 33 having roughly equal size. For the trisubstituted C4/C5 double bond a carbometalation reaction followed by a Suzuki coupling was used. A Yamaguchi macrolactonization furnished macrolactone 39.
• Reactivity of t-butyldimethylsilyl ethers: A facile conversion into bromides.
  作者：Henri Mattes、Claude Benezra

  DOI：10.1016/s0040-4039(00)95397-8

  日期：1987.1