Literature DB >> 19283286

Relaying stereochemistry through aromatic ureas: 1,9 and 1,15 remote stereocontrol.

Jonathan Clayden1, Mark Pickworth, Lyn H Jones.   

Abstract

The well-defined conformation of an N,N'-diarylurea allows a chiral sulfinyl substituent to influence diastereoselectivity in the formation of new stereogenic centres up to 14 bond lengths away.

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Year:  2008        PMID: 19283286     DOI: 10.1039/b817527f

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


  4 in total

1.  Urea Derivatives in Modern Drug Discovery and Medicinal Chemistry.

Authors:  Arun K Ghosh; Margherita Brindisi
Journal:  J Med Chem       Date:  2019-12-02       Impact factor: 7.446

2.  Synthesis of enantiomerically enriched (R)-C-labelled 2-aminoisobutyric acid (Aib) by conformational memory in the alkylation of a derivative of L-alanine.

Authors:  Stephen P Fletcher; Jordi Solà; Dean Holt; Robert A Brown; Jonathan Clayden
Journal:  Beilstein J Org Chem       Date:  2011-09-20       Impact factor: 2.883

3.  Remote stereoselective deconjugation of α,β-unsaturated esters by simple amidation reactions.

Authors:  Mahesh Vishe; Radim Hrdina; Amalia I Poblador-Bahamonde; Céline Besnard; Laure Guénée; Thomas Bürgi; Jérôme Lacour
Journal:  Chem Sci       Date:  2015-05-25       Impact factor: 9.825

4.  Flaws in foldamers: conformational uniformity and signal decay in achiral helical peptide oligomers.

Authors:  Bryden A F Le Bailly; Liam Byrne; Vincent Diemer; Mohammadali Foroozandeh; Gareth A Morris; Jonathan Clayden
Journal:  Chem Sci       Date:  2015-01-21       Impact factor: 9.825

  4 in total

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