[(3R)-4-iodo-3-methyl-2-methylidenebutyl]-trimethylsilane | 1315479-95-8

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: [(3R)-4-iodo-3-methyl-2-methylidenebutyl]-trimethylsilane
• CAS: 1315479-95-8
• 化学式: C₉H₁₉ISi
• 分子量: 282.24
• InChiKey: UXEFWQIRMVEPJK-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  (2R)-2-methyl-3-(trimethylsilylmethyl)but-3-en-1-ol 在 咪唑 、 碘 、 三苯基膦 作用下， 以67%的产率得到[(3R)-4-iodo-3-methyl-2-methylidenebutyl]-trimethylsilane
  参考文献：
  名称：

  Studies for the enantiocontrolled preparation of substituted tetrahydropyrans: applications for the synthesis of leucascandrolide A macrolactone

  摘要：

  Strategies for the stereocontrolled preparations of 2,6-cis- and 2,6-trans-substituted tetrahydropyrans have been devised. These studies have explored methodology for asymmetric induction in S-E' reactions using chiral 1,3,2-diazaborolidine controllers. Reactions with aldehydes at -78 degrees C yield nonracemic 1,5-diols for chemoselective internal backside displacements. This concept is developed as a flexible and reliable strategy in studies toward leucascandrolide A macrolactone 2 via the sequential applications of S-E' reactions leading to the C-1-C-9 aldehyde 14, and the bis-tetrahydropyran 59, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.020