Literature DB >> 15645049

Synthetic studies on (-)-lemonomycin: stereocontrolled construction of the 3,8-diazabicyclo[3.2.1] skeleton.

Kentaro Rikimaru1, Kazuki Mori, Toshiyuki Kan, Tohru Fukuyama.   

Abstract

Stereoselective synthesis of the pentacyclic key intermediate 22 for (-)-lemonomycin (1) has been accomplished using the Ugi 4-CC reaction with our novel isocyanide 8, a cross-metathesis of 13 and allylsilane and a subsequent intramolecular Hosomi-Sakurai type reaction.

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Year:  2004        PMID: 15645049     DOI: 10.1039/b415030a

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


  3 in total

Review 1.  Chemistry and biology of multicomponent reactions.

Authors:  Alexander Dömling; Wei Wang; Kan Wang
Journal:  Chem Rev       Date:  2012-03-22       Impact factor: 60.622

Review 2.  Potent Antibiotic Lemonomycin: A Glimpse of Its Discovery, Origin, and Chemical Synthesis.

Authors:  Shunan Tao; Yang Wang; Ran Hong; Sha-Hua Huang
Journal:  Molecules       Date:  2022-07-05       Impact factor: 4.927

3.  Tricycles by a new Ugi variation and Pictet-Spengler reaction in one pot.

Authors:  Mantosh K Sinha; Kareem Khoury; Eberhardt Herdtweck; Alexander Dömling
Journal:  Chemistry       Date:  2013-05-06       Impact factor: 5.236

  3 in total

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