(2R,3R,4S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-2-hydroxymethyl-4-methyl-3,4-dihydro-2H-naphthalen-1-one | 1307782-35-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (2R,3R,4S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-2-hydroxymethyl-4-methyl-3,4-dihydro-2H-naphthalen-1-one
• CAS: 1307782-35-9
• 化学式: C₂₉H₃₄O₅Si
• 分子量: 490.671
• InChiKey: YJBPXDFXMSNBCI-ZXRKZBAXSA-N

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-2-hydroxymethyl-4-methyl-3,4-dihydro-2H-naphthalen-1-one 在 sodium tetrahydroborate 、 水 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以100%的产率得到(1S,2R,3S,4S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxymethyl-1-methyl-1,2,3,4-tetrahydronaphthalene-1,2,4-triol
  参考文献：
  名称：

  Asymmetric synthesis of aryl cyclitols based on 1,2,3,4-tetrahydronaphthalene scaffolds

  摘要：

  A series of aryl cyclitols based on a 1,2,3,4-tetrahydronaphthalene scaffold have been synthesized in a stereocontrolled manner. These cyclitols possess four contiguous stereocenters amongst which one is a quaternary stereocenter, which has been constructed by applying enzymatic kinetic resolution reaction. The remaining stereocenters have been created by substrate directed asymmetric dihydroxylation reaction and stereoselective keto-reduction process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.009
• 作为产物：
  描述：

  acetic acid (2R,3R,4S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-4-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmethyl ester 在 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 生成 (2R,3R,4S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-2-hydroxymethyl-4-methyl-3,4-dihydro-2H-naphthalen-1-one
  参考文献：
  名称：

  Asymmetric synthesis of aryl cyclitols based on 1,2,3,4-tetrahydronaphthalene scaffolds

  摘要：

  A series of aryl cyclitols based on a 1,2,3,4-tetrahydronaphthalene scaffold have been synthesized in a stereocontrolled manner. These cyclitols possess four contiguous stereocenters amongst which one is a quaternary stereocenter, which has been constructed by applying enzymatic kinetic resolution reaction. The remaining stereocenters have been created by substrate directed asymmetric dihydroxylation reaction and stereoselective keto-reduction process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.009