高等学校化学学报 ›› 1999, Vol. 20 ›› Issue (S1): 279.

• Chromatography and Separation Sciences • 上一篇    下一篇

Diastereoisomeric Separation of (R,S)-l,l'-Binaphthalene-2,2'-Diol-Mono-[(-)-Menthyl] Carbonate by RP-HPLC

RUAN Yuan-Ping, CHEN An-Qi, LIU Wen-Yuan, ZHENG Jin-Li, HUANG Pei-Qiang   

  1. Department of Chemistry, the Key Lab. of Analytical Sciences of DOE, Xiamen University, Xiamen 361005, P. R. China
  • 出版日期:1999-12-31 发布日期:1999-12-31
  • 基金资助:

    Project supported by the NSF of China

Diastereoisomeric Separation of (R,S)-l,l'-Binaphthalene-2,2'-Diol-Mono-[(-)-Menthyl] Carbonate by RP-HPLC

RUAN Yuan-Ping, CHEN An-Qi, LIU Wen-Yuan, ZHENG Jin-Li, HUANG Pei-Qiang   

  1. Department of Chemistry, the Key Lab. of Analytical Sciences of DOE, Xiamen University, Xiamen 361005, P. R. China
  • Online:1999-12-31 Published:1999-12-31
  • Supported by:

    Project supported by the NSF of China

摘要:

(R)-l,l'-binaphthalene-2,2'-diol-mono-[(-)-menthyl] carbonate (1) and (S)-l,l'-binaphthalene-2,2'-diol-mono-[(-)-menthyl] carbonate (2) are two new compounds synthesized from racemic binaphthol by diastereoselective crystalization after derivatization with (-)-menthyl chloroformate. Reduction of these monoesters would afford pure enantiomers of binaphthol, which are important C2-symmetrical compouds for asymmetric catalysis and the starting material for many other important chiral binaphthyl compounds.

Abstract:

(R)-l,l'-binaphthalene-2,2'-diol-mono-[(-)-menthyl] carbonate (1) and (S)-l,l'-binaphthalene-2,2'-diol-mono-[(-)-menthyl] carbonate (2) are two new compounds synthesized from racemic binaphthol by diastereoselective crystalization after derivatization with (-)-menthyl chloroformate. Reduction of these monoesters would afford pure enantiomers of binaphthol, which are important C2-symmetrical compouds for asymmetric catalysis and the starting material for many other important chiral binaphthyl compounds.

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