21488-83-5Relevant articles and documents
Highly stereoselective cobalt-catalyzed allylation of functionalized diarylzinc reagents
Dunet, Guillaume,Knochel, Paul
, p. 1383 - 1386 (2007)
Functionalized diarylzinc reagents react readily with allylic chlorides or phosphates in the presence of Co(acac)2 (10 mol%) to give the S N2 products in high yields and with retention of the double-bond configuration. Functionalities like ester, ketone, or cyano are tolerated. Georg Thieme Verlag Stuttgart.
A palladium NNC-pincer complex: An efficient catalyst for allylic arylation at parts per billion levels
Hamasaka, Go,Sakurai, Fumie,Uozumi, Yasuhiro
supporting information, p. 3886 - 3888 (2015/03/04)
Allylic arylation of allylic acetates by sodium tetraarylborates in the presence of ppb to ppm (molar) loadings of a palladium NNC-pincer complex catalyst in methanol at 50°C gave the corresponding arylated products in excellent yields. Total turnover numbers of up to 500 000 000 and turnover frequencies of up to 11 250 000 h-1 were achieved.
Selective cross-coupling of organic halides with allylic acetates
Anka-Lufford, Lukiana L.,Prinsell, Michael R.,Weix, Daniel J.
supporting information, p. 9989 - 10000 (2013/01/15)
A general protocol for the coupling of haloarenes with a variety of allylic acetates is presented. Strengths of the method are a tolerance for electrophilic (ketone, aldehyde) and acidic (sulfonamide, trifluoroacetamide) substrates and the ability to couple with a variety of substituted allylic acetates. Secondary alkyl bromides can also be allylated under slightly modified conditions, demonstrating the generality of the approach. Finally, the coupling of a reactive vinyl halide could be achieved by the use of a very hindered ligand and more reactive, branched allylic acetates.