(1S,2R)-1,2-diphenyl-2-methoxyethanol | 247905-12-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (1S,2R)-1,2-diphenyl-2-methoxyethanol
• 英文别名: erythro-O-Methylhydrobenzoin；(1S,2R)-2-methoxy-1,2-diphenylethanol
• CAS: 247905-12-0
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: DAUUWYCGIFAYBG-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,2R)-1,2-diphenyl-2-methoxyethanol 在 sodium 、 甲苯 作用下， 生成 (+/-)-erythro-α-methoxy-α'-(4-nitro-benzoyloxy)-bibenzyl
  参考文献：
  名称：

  Epoxyethers XIII.^1,2 Determination of Stereochemistry

  摘要：

  DOI：

  10.1021/jo01097a003
• 作为产物：
  描述：

  安息香甲基醚 在 乙醇 、 镍 作用下， 生成 (1S,2R)-1,2-diphenyl-2-methoxyethanol
  参考文献：
  名称：

  Satellite-based detection of Canadian boreal forest fires: Development and application of the algorithm

  摘要：

  This study presents a comprehensive investigation of fires across the Canadian boreal forest zone by means of satellite-based remote sensing. A fire-detection algorithm was designed to monitor fires using daily Advanced Very High Resolution Radiometer (AVHRR) images. It exploits information from multichannel AVHRR measurements to determine the locations of fires on satellite pixels of about 1 km(2) under clear sky or thin smoke cloud conditions. Daily fire maps were obtained showing most of the active fires across Canada (except those obscured by thick clouds). This was achieved by first compositing AVHRR scenes acquired over Canada on a given day and then applying the fire-detection algorithm. For the fire seasons of 1994-1998, about 800 NOAA/AVHRR daily mosaics were processed. The results provide valuable nation-wide information on fire activities in terms of their locations, burned area, starting and ending dates, as well as development. The total burned area as detected by satellite across Canada is estimated to be approximately 3.9, 4.9, 1.3, 0.4 and 2.4 million hectares in 1994, 1995, 1996, 1997 and 1998, respectively. The peak month of burning varies considerably from one year to another between June and August, as does the spatial distribution of fires. In general, conifer forests appear to be more vulnerable to burning and fires tend to grow larger than in deciduous forests.

  DOI：

  10.1080/01431160050144956

文献信息

• Lewis acid-promoted electron transfer deoxygenation of epoxides, sulfoxides, and amine N-oxides: the role of low-valent niobium complexes from NbCl5 and Zn
  作者：Kyungsoo Oh、William Eric Knabe

  DOI：10.1016/j.tet.2009.02.013

  日期：2009.4

  A mild and operationally simple deoxygenation of epoxides, sulfoxides, and amine N-oxides is described using a sub-stoichiometric amount of low-valent niobium complexes generated in situ from commercially available NbCl5 and zinc dust. The deoxygenation proceeds by a reductive cleavage of polarized O–C/O–N/O–S bonds through a single electron transfer from zinc metal to the niobium–substrate complex

  使用亚化学计量量的由市售NbCl 5和锌粉原位生成的低价铌络合物，描述了对环氧化合物，亚砜和胺N-氧化物进行温和且简单的脱氧的方法。由于铌物种的高亲氧性，单价电子从锌金属转移到铌-底物络合物，使极化的O-C / O-N / O-S键还原性裂解，从而进行脱氧。相邻的自由基稳定基团的存在对环氧底物是有利的。但是，类似的前提条件不适用于亚砜和胺N-氧化物，在这些亚胺和N-胺胺中，各种底物均能以优异的产率有效地脱氧。
• Generation of Hafnium Hydride and its Application to Chemo- and Diastereoselective Reactions
  作者：Ikuya Shibata、Shinji Miyamoto、Toru Itoh、Akio Baba

  DOI：10.1055/s-0029-1216739

  日期：——

  Hafnium hydride was generated by the transmetalation between Bu3SnH and HfCl4 using either THF or EtCN as the solvent. This process effectively reduced aldehydes, aldimines, ­ketones, and esters. In the hafnium hydride reduction of α-alkoxy-ketones, the diastereoselectivity was dependent on whether THF or EtCN was used as the solvent.

  铪氢化物是通过使用四氯化铪（HfCl4）与三丁基锡氢（Bu3SnH）之间的转移金属反应生成的，溶剂可以是四氢呋喃（THF）或乙腈（EtCN）。该过程有效地还原了醛、醛亚胺、酮和酯。在对α-醇氧基酮的铪氢化物还原中，二叠体选择性取决于使用四氢呋喃或乙腈作为溶剂。
• Ytterbium Trifluoromethanesulfonate Yb(OTf)3: An Efficient, Reusable Catalyst for Highly Selective Formation of β-Alkoxy Alcohols via Ring-Opening of 1,2-Epoxides with Alcohols
  作者：Pravin R. Likhar、Manyam Praveen Kumar、Ananda K. Bandyopadhyay

  DOI：10.1055/s-2001-14909

  日期：——

  Ytterbium(III)triflate-catalysed ring-opening reactions of epoxides derived from styrene, cyclohexene, norbornene and stilbene, in the presence of alcohols (C1-C4 1°, 2° and 3° aliphatic alcohols, cyclohexyl alcohol, allyl and propargyl alcohol) resulted in the formation of β-alkoxy alcohols in good to excellent yield with high regio-, and where applicable, stereoselectivity. Reaction of stilbene oxide with methanol in the presence of the diethyl ester of l-(+)-tartaric acid afforded the threo form of 1,2-diphenyl-2-methoxy ethanol with high diastereoselectivity (de 94%). Mechanistic implications of the results are discussed.

  在醇类（C1-C4 1°、2°和 3°脂肪族醇、环己醇、烯丙基醇和丙炔醇）存在下，镱（III）催化环氧化物的开环反应，从苯乙烯、环己烯、降冰片烯和二苯乙烯衍生出的环氧化物形成δ-烷氧基醇，收率良好至极佳，具有高区域选择性和适当的立体选择性。在存在 l-(+)- 酒石酸二乙酯的情况下，氧化二苯乙烯与甲醇反应，可以得到 1,2-二苯基-2-甲氧基乙醇的苏式形式，具有很高的非对映选择性（de 94%）。讨论了这些结果的机理意义。
• Efficient rhodium-catalyzed hydrogenation of aldehydes and ketones
  作者：Mark J. Burk、T.Gregory P. Harper、Jeffrey R. Lee、Christopher Kalberg

  DOI：10.1016/s0040-4039(00)73293-x

  日期：1994.7

  A cationic rhodium(I) catalyst bearing the air-stable and crystalline diphosphine 1,1'-bis-(diisopropylphosphino)ferrocene (1, DiPFc) allows the hydrogenation of aldehydes and ketones under mild conditions.
• Reduction of aromatic carbonyl compounds promoted by titanium trichloride in basic media. Stereochemistry studies
  作者：Angelo Clerici、Ombretta Porta

  DOI：10.1021/jo00201a015

  日期：1985.1