Literature DB >> 11667443

Design, Synthesis, and Application of Chiral Nonracemic Lithium Amide Bases in Enantioselective Deprotonation of Epoxides.

Debnath Bhuniya1, Arpita DattaGupta, Vinod K. Singh.   

Abstract

The reaction of epoxides with chiral nonracemic lithium amide bases, designed and prepared from (R)-phenylglycine, has been studied in detail. A maximum of 80% ee was obtained for conversion of cyclohexene oxide to (S)-2-cyclohexen-1-ol. Enantioselective deprotonation of a variety of other epoxides was studied. A cyclopentanoid core unit for prostaglandin synthesis was synthesized in 97% ee.

Entities:  

Year:  1996        PMID: 11667443     DOI: 10.1021/jo960244v

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

Review 1.  Lactones in the Synthesis of Prostaglandins and Prostaglandin Analogs.

Authors:  Constantin Tănase; Lucia Pintilie; Raluca Elena Tănase
Journal:  Int J Mol Sci       Date:  2021-02-04       Impact factor: 5.923

  1 in total

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