文献类型：期刊文献

英文题名：Designed Bifunctional Phosphine Ligand-Enabled Gold-Catalyzed Isomerizations of Ynamides and Allenamides: Stereoselective and Regioselective Formation of 1-Amido-1,3-dienes

作者：Li, Xingguang[1,2,3];Wang, Zhixun[1];Ma, Xu[1];Liu, Pei-nian[2,3];Zhang, Liming[1]

机构：[1]Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA;[2]East China Univ Sci & Technol, Shanghai Key Lab Funct Mat Chem, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]East China Univ Sci & Technol, Inst Fine Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2017

卷号：19

期号：21

起止页码：5744

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000414723900008)，CCR-EXPANDED(收录号:WOS:000414723900008)】；

基金：We thank NSF CHE-1301343 for financial support and NIH shared instrument grant S10OD012077 for the purchase of a 400 MHz NMR spectrometer. Z.W. thanks the Mellichamp Academic Initiative in Sustainability for a fellowship in support of his research. X.L. thanks the China Scholarship Council fellowship in support of his research.

语种：英文

摘要：By using designed biphenyl-2-ylphosphines functionalized with a remote basic groups as ligands, N-alkynyl-o-nosylamides are directly converted to (1E,3E)-1-amido-1,3-dienes with excellent diastereoselectivities under gold catalysis. With allenamides as substrates, the gold-catalyzed isomerizations are high yielding and applicable to a broad substrate scope including various nitrogen protecting groups and exhibit unprecedented (3E)-selectivities for the distal C-C double bond and good regioselectivities. Combining this gold catalysis with one-pot Diels-Alder reactions leads to rapid assembly of valuable bicyclic compounds.