Document Detail


Comparison of the reactivity of β-thiolactones and β-lactones toward ring-opening by thiols and amines.
MedLine Citation:
PMID:  22751994     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
An investigation into the comparative reactivity of simple β-lactones and β-thiolactones toward a thiol and a primary amine is reported. A simple 3-mercaptomethyl-2-oxetanone is found to undergo rearrangement in the presence of aqueous base to give the corresponding thietane-3-carboxylic acid rather than the 3-hydroxymethyl-2-thietanone. Implications for the use of β-thiolactones in bioorganic and medicinal chemistry are discussed.
Authors:
Amandine Noel; Bernard Delpech; David Crich
Related Documents :
15907964 - Etienic etienate as synthon for the synthesis of steroid oligoester gelators.
12297644 - Octadecanoid precursors of jasmonic acid activate the synthesis of wound-inducible prot...
19049034 - Synthesis of cdte nanocrystals with mercaptosuccinic acid as stabilizer.
15812004 - Azospirillum brasilense produces the auxin-like phenylacetic acid by using the key enzy...
19367764 - Functional expression of a humanized gene for an omega-3 fatty acid desaturase from sca...
9044384 - Less induced 1-methyl-4-phenylpyridinium ion neurotoxicity on striatal slices from guin...
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-7-2
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  -     ISSN:  1477-0539     ISO Abbreviation:  -     Publication Date:  2012 Jul 
Date Detail:
Created Date:  2012-7-3     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, 1 Avenue de la Terrasse, 91190 Gif-sur-Yvette, France.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Comparative analysis of pelvic ligaments: a biomechanics study.
Next Document:  Length of Inpatient Stay of Persons With Serious Mental Illness: Effects of Hospital and Regional Ch...