1221442-11-0Relevant articles and documents
PBu3-mediated vinylogous wittig reaction of α-methyl allenoates with aldehydes and mechanistic investigations
Xu, Silong,Chen, Rongshun,He, Zhengjie
experimental part, p. 7528 - 7538 (2011/11/29)
A highly stereoselective PBu3-mediated vinylogous Wittig olefination between α-methyl allenoates and a variety of aldehydes is presented as the first example of a practical and synthetically useful vinylogous Wittig reaction. Mechanistic experiments including deuterium-labeling, intermediate entrapment, and NMR monitoring have been deliberately conducted. On the basis of mechanistic investigations, a reliable mechanism for the vinylogous Wittig reaction is proposed, which features a water/phosphine-coassisted allylic phosphorus ylide 1,3-rearrangement pathway, rather than previous retro-Diels-Alder ones. It is noteworthy that mechanistic findings in this work also provide supportive evidence for typical mechanisms of important phosphine-mediated reactions of allenoates.
Cobalt-catalyzed regio- and stereoselective intermolecular enyne coupling: An efficient route to 1,3-diene derivatives
Mannathan, Subramaniyan,Cheng, Chien-Hong
supporting information; experimental part, p. 1923 - 1925 (2010/06/20)
The reaction of alkynes with vinyl arenes or vinyl trimethyl silane in the presence of a cobalt(II) complex, Zn and ZnI2 in CH 2Cl2 at rt to 50 °C provides 1,3-dienes in good to excellent yields. The Royal Society of Chemistry 2010.
