1990
DOI: 10.1016/s0040-4039(00)97478-1
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Photoinitiated intramolecular ylide-alkene cycloaddition reactions

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Cited by 10 publications
(3 citation statements)
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“…The intramolecular trapping of ylide 164 is also reported [82] in the photoreaction of 167, which gave unexpected 169 as a major product, as depicted in Scheme 8.48.…”
Section: Photochemical Electrocyclization Reactions: Synthesis Of Fusmentioning
confidence: 80%
“…The intramolecular trapping of ylide 164 is also reported [82] in the photoreaction of 167, which gave unexpected 169 as a major product, as depicted in Scheme 8.48.…”
Section: Photochemical Electrocyclization Reactions: Synthesis Of Fusmentioning
confidence: 80%
“…Spirolactones. Dienophile 7 underwent reaction with acyclic dienes including 1,3-butadiene (8), isoprene (9), piperylene (10), 2,3-dimethyl-1,3-butadiene (11), 2methyl-l,3-pentadiene (12), 3-methyl-l,3-pentadiene (13), and myrcene (14) (Chart I), respectively, at temperatures between 130-155 °C, giving the bicyclic spiroadducts 19-25 (Chart II) in 70-85% yields, but with diene 14 the yield was 49%. Experimental conditions are summarized in Table I.…”
Section: Resultsmentioning
confidence: 99%
“…The photoinitiated intramolecular ylide−alkene cycloaddition reaction provides a method for construction of up to three rings and six chiral centers in a single experimental operation from relatively simple starting materials. This one-step process involves photocyclization of aryl vinyl ether, aryl vinyl sulfide, or aryl vinyl amine systems 1 to generate ylide intermediates 2 that can undergo addition to a pendant alkene to provide 3 or 4 . The current study details the use of laser flash photolysis techniques to characterize these ylides and to probe the reactivities of excited state intermediates.
…”
Section: Introductionmentioning
confidence: 99%