Reaction of Ketophosphonium Ylides with Dimethyl Acetylenedicarboxylate

The reaction of ketophosphonium ylides with dimethyl acetylenedicarboxylate in aprotic solvents gave mixtures of Z and E alkene products. Under protic conditions the initial Michael adduct was protonated and gave Z and E isomers of the alkene product as well. Depending on the alkyl group of the keto...

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Veröffentlicht in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 1994-05, Vol.90 (1-4), p.53-57
1. Verfasser: Ruder, Suzanne M.
Format: Artikel
Sprache:eng
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Zusammenfassung:The reaction of ketophosphonium ylides with dimethyl acetylenedicarboxylate in aprotic solvents gave mixtures of Z and E alkene products. Under protic conditions the initial Michael adduct was protonated and gave Z and E isomers of the alkene product as well. Depending on the alkyl group of the ketoylide, different product ratios were seen.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426509408016386