Document Detail


Carbon-Based Leaving Group in Substitution Reactions: Functionalization of sp(3)-Hybridized Quaternary and Tertiary Benzylic Carbon Centers.
MedLine Citation:
PMID:  22697467     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Lewis acid promoted substitution reactions employing Meldrum's acid and 5-methyl Meldrum's acid as carbon-based leaving groups are described which transform unstrained quaternary and tertiary benzylic C(sp(3))-C(sp(3)) bonds into C(sp(3))-X bonds (X = C, H, N). Importantly, this reaction has a broad scope in terms of both suitable substrates and nucleophiles with good to excellent yields obtained (typically >90%).
Authors:
Stuart J Mahoney; Tiantong Lou; Ganna Bondarenko; Eric Fillion
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-6-14
Journal Detail:
Title:  Organic letters     Volume:  -     ISSN:  1523-7052     ISO Abbreviation:  -     Publication Date:  2012 Jun 
Date Detail:
Created Date:  2012-6-15     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Department of Chemistry, University of Waterloo , Waterloo, Ontario, N2L 3G1, Canada.
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