Literature DB >> 19105656

Total synthesis without protecting groups: pyrrolidines and cyclic carbamates.

Emma M Dangerfield1, Mattie S M Timmer, Bridget L Stocker.   

Abstract

A protecting group free synthesis of 2,3-cis substituted hydroxypyrrolidines is reported. Two novel reaction methodologies allow for the stereoselective formation of cyclic carbamates from olefinic amines, and the formation of primary amines via a Vasella/reductive amination reaction, both performed in aqueous media.

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Year:  2009        PMID： 19105656     DOI： 10.1021/ol802484y

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


  5 in total

Review 1.  Protecting-group-free synthesis as an opportunity for invention.

Authors:  Ian S Young; Phil S Baran
Journal:  Nat Chem       Date:  2009-06       Impact factor: 24.427

2.  Methyl 6-de-oxy-6-iodo-α-d-galactoside.

Authors:  Shivali A Gulab; Janice M H Cheng; Mattie S M Timmer; Bridget L Stocker; Graeme J Gainsford
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-06-23

3.  Direct synthesis of imino-C-nucleoside analogues and other biologically active iminosugars.

Authors:  Milan Bergeron-Brlek; Michael Meanwell; Robert Britton
Journal:  Nat Commun       Date:  2015-04-23       Impact factor: 14.919

4.  An Amination-Cyclization Cascade Reaction for Iminosugar Synthesis Using Minimal Protecting Groups.

Authors:  Alex A Hunt-Painter; Benjamin M Deeble; Bridget L Stocker; Mattie S M Timmer
Journal:  ACS Omega       Date:  2022-08-10

5.  Protecting-group-free synthesis of 2-deoxy-aza-sugars.

Authors:  Emma Marie Dangerfield; Catherine Heather Plunkett; Bridget Louise Stocker; Mattie Simon Maria Timmer
Journal:  Molecules       Date:  2009-12-16       Impact factor: 4.411
  5 in total

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