Literature DB >> 25940751

Total synthesis of (-)-deguelin via an iterative pyran-ring formation strategy.

Seungbeom Lee1, Hongchan An, Dong-Jo Chang, Jaebong Jang, Kyeojin Kim, Jaehoon Sim, Jeeyeon Lee, Young-Ger Suh.   

Abstract

Enantioselective synthesis of (-)-deguelin was accomplished via an iterative pyran-ring formation approach. The key features involve the anionic addition of a chromene unit to aryloxy alkyl aldehyde for the double cyclization precursor and iterative pyran ring formation by Pd-catalyzed O-arylation and C-arylation, respectively.

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Year:  2015        PMID: 25940751     DOI: 10.1039/c5cc02215k

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  1 in total

1.  Stereocontrolled semi-syntheses of deguelin and tephrosin.

Authors:  David A Russell; Julien J Freudenreich; Joe J Ciardiello; Hannah F Sore; David R Spring
Journal:  Org Biomol Chem       Date:  2017-01-30       Impact factor: 3.876

  1 in total

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