Literature DB >> 20337417

FeCl(3)-Catalyzed highly diastereoselective synthesis of substituted piperidines and tetrahydropyrans.

Amandine Guérinot1, Anna Serra-Muns, Christian Gnamm, Charlélie Bensoussan, Sébastien Reymond, Janine Cossy.   

Abstract

The eco-friendly and highly diastereoselective synthesis of substituted cis-2,6-piperidines and cis-2,6-tetrahydropyrans is described. The key step of this method is the iron-catalyzed thermodynamic equilibration of 2-alkenyl 6-substituted piperidines and 2-alkenyl 6-substituted tetrahydropyrans allowing the isolation of enriched mixtures of the most stable cis-isomers.

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Year:  2010        PMID： 20337417     DOI： 10.1021/ol100422d

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

1.  Stereoinversion of Unactivated Alcohols by Tethered Sulfonamides.

Authors:  Paul T Marcyk; Latisha R Jefferies; Deyaa I AbuSalim; Maren Pink; Mu-Hyun Baik; Silas P Cook
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-15       Impact factor: 15.336

2.  Re2 O7 -Mediated Dehydrative Cyclization Reactions: Total Synthesis of Herboxidiene and Its 12-Desmethyl Analogue.

Authors:  Tyler M Rohrs; Qi Qin; Paul E Floreancig
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-28       Impact factor: 15.336

3.  An Enamide-Based Domino Reaction for a Highly Stereoselective Synthesis of Tetrahydropyrans.

Authors:  Philipp Kramer; Jennifer Grimmer; Michael Bolte; Georg Manolikakes
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-07       Impact factor: 15.336

Review 4.  Facile and Green Synthesis of Saturated Cyclic Amines.

Authors:  Arruje Hameed; Sadia Javed; Razia Noreen; Tayyaba Huma; Sarosh Iqbal; Huma Umbreen; Tahsin Gulzar; Tahir Farooq
Journal:  Molecules       Date:  2017-10-12       Impact factor: 4.411
  4 in total

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