The influence of reaction conditions on the Diels-Alder cycloadditions of 2-thio-3-chloroacrylamides; investigation of thermal, catalytic and microwave conditions

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TY  - JOUR
  - Kissane, Marie; Lynch, Denis; Chopra, Jay; Lawrence, Simon E; Maguire, Anita R
  - 2010
  - Unknown
  - Organic and Biomolecular Chemistry
  - The influence of reaction conditions on the Diels-Alder cycloadditions of 2-thio-3-chloroacrylamides; investigation of thermal, catalytic and microwave conditions
  - Validated
  - WOS: 12 ()
  - 8
  - 24
  - 5602
  - 5613
  - The Diels-Alder cycloadditions of cyclopentadiene and 2,3-dimethyl-1,3-butadiene to a range of 2-thio-3-chloroacrylamides under thermal, catalytic and microwave conditions is described. The influence of reaction conditions on the outcome of the cycloadditions, in particular the stereoselectivity and reaction efficiency, is discussed. While the cycloadditions have been attempted at the sulfide, sulfoxide and sulfone levels of oxidation, use of the sulfoxide derivatives is clearly beneficial for stereoselective construction of Diels-Alder cycloadducts.
  - 10.1039/c0ob00368a
DA  - 2010/NaN
ER  - 
@article{V67960166,
   = {Kissane, Marie and  Lynch, Denis and  Chopra, Jay and  Lawrence, Simon E and  Maguire, Anita R},
   = {2010},
   = {Unknown},
   = {Organic and Biomolecular Chemistry},
   = {The influence of reaction conditions on the Diels-Alder cycloadditions of 2-thio-3-chloroacrylamides; investigation of thermal, catalytic and microwave conditions},
   = {Validated},
   = {WOS: 12 ()},
   = {8},
   = {24},
  pages = {5602--5613},
   = {{The Diels-Alder cycloadditions of cyclopentadiene and 2,3-dimethyl-1,3-butadiene to a range of 2-thio-3-chloroacrylamides under thermal, catalytic and microwave conditions is described. The influence of reaction conditions on the outcome of the cycloadditions, in particular the stereoselectivity and reaction efficiency, is discussed. While the cycloadditions have been attempted at the sulfide, sulfoxide and sulfone levels of oxidation, use of the sulfoxide derivatives is clearly beneficial for stereoselective construction of Diels-Alder cycloadducts.}},
   = {10.1039/c0ob00368a},
  source = {IRIS}
}
AUTHORSKissane, Marie; Lynch, Denis; Chopra, Jay; Lawrence, Simon E; Maguire, Anita R
YEAR2010
MONTHUnknown
JOURNAL_CODEOrganic and Biomolecular Chemistry
TITLEThe influence of reaction conditions on the Diels-Alder cycloadditions of 2-thio-3-chloroacrylamides; investigation of thermal, catalytic and microwave conditions
STATUSValidated
TIMES_CITEDWOS: 12 ()
SEARCH_KEYWORD
VOLUME8
ISSUE24
START_PAGE5602
END_PAGE5613
ABSTRACTThe Diels-Alder cycloadditions of cyclopentadiene and 2,3-dimethyl-1,3-butadiene to a range of 2-thio-3-chloroacrylamides under thermal, catalytic and microwave conditions is described. The influence of reaction conditions on the outcome of the cycloadditions, in particular the stereoselectivity and reaction efficiency, is discussed. While the cycloadditions have been attempted at the sulfide, sulfoxide and sulfone levels of oxidation, use of the sulfoxide derivatives is clearly beneficial for stereoselective construction of Diels-Alder cycloadducts.
PUBLISHER_LOCATION
ISBN_ISSN
EDITION
URL
DOI_LINK10.1039/c0ob00368a
FUNDING_BODY
GRANT_DETAILS