ISSN:
1434-193X
Keywords:
Vinyl triflones
;
Vinyl nonaflones
;
Knoevenagel reaction
;
Diels-Alder reaction
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Ethyl 3-aryl-2-(perfluoroalkanesulfonyl)propenoates were prepared by the Knoevenagel reaction from various aldehydes and ethyl (trifluoromethanesulfonyl)acetate or ethyl (nonafluorobutanesulfonyl)acetate. These deactivated olefins were used in Diels-Alder cycloaddition reactions with cyclopentadiene. The reactions occurred at room temperature to give [4+2] cycloadducts as racemates. The endo stereochemistry of the carboxylic ester and aryl groups was unambiguously assigned by NOE experiments and X-ray analysis.Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2046/1999/99164_s.pdf or from the author.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
