Literature DB >> 30393424

MULTICOMPONENT REACTIONS: SYNTHESIS OF SPIROCYCLIC TETRAHYDROPYRAN DERIVATIVES BY PRINS CYCLIZATION.

Arun K Ghosh1, Dongwoo Shin1, Gary Schiltz1.   

Abstract

Substituted spirocyclic tetrahydropyranyl mesylates and tosylates have been synthesized in good yields using a Prins-type cyclization of various cyclic ketones, a homoallylic alcohol and either methanesulfonic or p-toluenesulfonic acid under non-aqueous conditions. The mesylates thus produced could then be transformed into the corresponding Boc-protected amines using an efficient two step procedure.

Entities:  

Year:  2002        PMID: 30393424      PMCID: PMC6214194          DOI: 10.3987/COM-02-S(M)63

Source DB:  PubMed          Journal:  Heterocycles        ISSN: 0385-5414            Impact factor:   0.831


  4 in total

1.  Domino Reactions in Organic Synthesis.

Authors:  Lutz F. Tietze
Journal:  Chem Rev       Date:  1996-02-01       Impact factor: 60.622

Review 2.  Structure-based design of non-peptide HIV protease inhibitors.

Authors:  A K Ghosh; D Shin; L Swanson; K Krishnan; H Cho; K A Hussain; D E Walters; L Holland; J Buthod
Journal:  Farmaco       Date:  2001 Jan-Feb

3.  A short synthesis of (+/-)-eburnamonine.

Authors:  A K Ghosh; R Kawahama
Journal:  J Org Chem       Date:  2000-08-25       Impact factor: 4.354

4.  Potent HIV protease inhibitors incorporating high-affinity P2-ligands and (R)-(hydroxyethylamino)sulfonamide isostere.

Authors:  A K Ghosh; J F Kincaid; W Cho; D E Walters; K Krishnan; K A Hussain; Y Koo; H Cho; C Rudall; L Holland; J Buthod
Journal:  Bioorg Med Chem Lett       Date:  1998-03-17       Impact factor: 2.823

  4 in total
  1 in total

1.  Stereoselective synthesis of spirocyclic oxindoles via Prins cyclizations.

Authors:  M Paola Castaldi; Dawn M Troast; John A Porco
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005

  1 in total

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