IRIS publication 67960166
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: 18 () - 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 -
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@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: 18 ()}, = {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} }
Data as stored in IRIS
AUTHORS | Kissane, Marie; Lynch, Denis; Chopra, Jay; Lawrence, Simon E; Maguire, Anita R | ||
YEAR | 2010 | ||
MONTH | Unknown | ||
JOURNAL_CODE | Organic and Biomolecular Chemistry | ||
TITLE | The influence of reaction conditions on the Diels-Alder cycloadditions of 2-thio-3-chloroacrylamides; investigation of thermal, catalytic and microwave conditions | ||
STATUS | Validated | ||
TIMES_CITED | WOS: 18 () | ||
SEARCH_KEYWORD | |||
VOLUME | 8 | ||
ISSUE | 24 | ||
START_PAGE | 5602 | ||
END_PAGE | 5613 | ||
ABSTRACT | 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. | ||
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DOI_LINK | 10.1039/c0ob00368a | ||
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