Remarkable O(2)-effect in 1,4-additions of diethylzinc to 6-acyloxy-2H-pyran-3(6H)-ones and 6-alkoxy-2H-pyran-3(6H)-ones 2000

van Der Deen H, and Kellogg, and Feringa
Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.

Under the influence of air, a facile 1,4-addition of diethylzinc to acyloxypyranones and alkoxypyranones 1 takes place. Reaction of diethylzinc with molecular oxygen provides EtOOZnEt, which catalyzes the addition of diethylzinc.

UI MeSH Term Description Entries

Related Publications

van Der Deen H, and Kellogg, and Feringa
December 2001, The Journal of organic chemistry,
van Der Deen H, and Kellogg, and Feringa
September 2005, Carbohydrate research,
van Der Deen H, and Kellogg, and Feringa
October 1973, Journal of medicinal chemistry,
van Der Deen H, and Kellogg, and Feringa
June 2019, Bioorganic & medicinal chemistry,
van Der Deen H, and Kellogg, and Feringa
March 2006, Journal of agricultural and food chemistry,
van Der Deen H, and Kellogg, and Feringa
December 2003, Organic letters,
van Der Deen H, and Kellogg, and Feringa
July 1966, Journal of medicinal chemistry,
van Der Deen H, and Kellogg, and Feringa
November 1962, Journal of medicinal and pharmaceutical chemistry,
van Der Deen H, and Kellogg, and Feringa
June 2015, Chemical communications (Cambridge, England),
Copied contents to your clipboard!