(R)-BINOL-dimethyl N-phoshino sulfoximine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-BINOL-dimethyl N-phoshino sulfoximine
• 英文别名: 12,14-Dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-ylimino-dimethyl-oxo-lambda6-sulfane；12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-ylimino-dimethyl-oxo-λ6-sulfane
• 化学式: C₂₂H₁₈NO₃PS
• 分子量: 407.43
• InChiKey: AFJOTPNAEZZQKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  64.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二甲基亚磺酰亚胺 、 (R)-(1,1′-联萘-2,2′-二氧)氯膦 在 三乙胺 作用下， 以 甲苯 为溶剂， 生成 (R)-BINOL-dimethyl N-phoshino sulfoximine
  参考文献：
  名称：

  BINOL-derived N-phosphino sulfoximines as ligands for asymmetric catalysis

  摘要：

  BINOL-derived N-phosphino sulfoximines have been prepared for the first time and tested as ligands in asymmetric transition metal catalysis. Up to 99% ee was achieved in the Rh-catalyzed asymmetric hydrogenation of functionalized olefins and up to 66% ee in the Pd-catalyzed allylic alkylation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.06.107
• 作为试剂：
  描述：

  衣康酸二甲酯 在 (R)-BINOL-dimethyl N-phoshino sulfoximine 、 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、130.0 kPa 条件下， 反应 20.0h， 以100%的产率得到R-2-甲基琥珀酸甲酯
  参考文献：
  名称：

  BINOL-derived N-phosphino sulfoximines as ligands for asymmetric catalysis

  摘要：

  BINOL-derived N-phosphino sulfoximines have been prepared for the first time and tested as ligands in asymmetric transition metal catalysis. Up to 99% ee was achieved in the Rh-catalyzed asymmetric hydrogenation of functionalized olefins and up to 66% ee in the Pd-catalyzed allylic alkylation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.06.107

文献信息

• BINOL-derived N-phosphino sulfoximines as ligands for asymmetric catalysis
  作者：Manfred T. Reetz、Oleg G. Bondarev、Hans-Joachim Gais、Carsten Bolm

  DOI：10.1016/j.tetlet.2005.06.107

  日期：2005.8

  BINOL-derived N-phosphino sulfoximines have been prepared for the first time and tested as ligands in asymmetric transition metal catalysis. Up to 99% ee was achieved in the Rh-catalyzed asymmetric hydrogenation of functionalized olefins and up to 66% ee in the Pd-catalyzed allylic alkylation. (c) 2005 Elsevier Ltd. All rights reserved.