68258-25-3Relevant articles and documents
Tandem arylation and regioselective allylic etherification of 2,3-allenol: Via Pd/B cooperative catalysis
Li, Hongfang,Li, Tao,Hsueh, Yu Jen,Wu, Xue,Xu, Feng,Zhang, Yong Jian
, p. 8075 - 8078 (2019)
An efficient method for the construction of arylated allylic ethers was developed via three-component tandem arylation and allylic etherification of 2,3-allenol with aryl iodides and alcohols. In the cooperative catalytic system of a palladium complex and triethylborane, the process allows rapid access to functionalized 1-arylvinylated 1,2-diol derivatives in good to high yields with complete branch-selectivities. The synthetic utility of the present process was demonstrated by the late-stage functionalization of a drug molecule, the gram-scale synthesis and the elaboration of the products.
[1,2]-Wittig rearrangement of (benzyloxy)acetamides
Hameury, Thomas,Guillemont, Jér?me,Van Hijfte, Luc,Bellosta, Véronique,Cossy, Janine
scheme or table, p. 2345 - 2347 (2009/05/27)
[1,2]-Wittig rearrangement of (benzyloxy)acetamides can lead to substituted α-hydroxyamides in good yields and good diastereoselectivity. Georg Thieme Verlag Stuttgart.
Enantioselective syntheses of 2-arylpropanoic acid non-steroidal antiinflammatory drugs and related compounds
Hamon, David P.G.,Massy-Westropp, Ralph A.,Newton, Josephine L.
, p. 12645 - 12660 (2007/10/02)
(S)-2-[4′-(2″-Methylpropyl)phenylpropanoic acid (ibuprofen) and (S)-2-(3′-benzoylphenyl)propanoic acid (ketoprofen) have been synthesised in high enantiomeric excess. Control of stereochemistry was achieved by a combination of Sharpless epoxidalion followed by catalytic hydrogenolysis of the introduced benzylic epoxide oxygen bond. Also, the coupling of organic compounds in the presence of palladium with enantiopure 2-(3-iodophenyl)propanoic and 2-(4-iodophenyl)propanoic acids, prepared by the methodology above, is a general method for the synthesis of optically active arylpropanoic acids.
