Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China.
J Org Chem. 2011 Jan 21;76(2):484-91. doi: 10.1021/jo101932a. Epub 2010 Dec 21.
A series of bis(sulfonamide)-diamine (BSDA) ligands were synthesized from commercially available chiral α-amino alcohols and diamines. The chiral BSDA ligand 3a, coordinated with Cu(I), catalyzes the enantioselective Henry reaction with excellent enantioselectivity (up to 99%). Moreover, with the assistance of pyridine, a CuBr-3a system promotes the diastereoselective Henry reaction with various aldehyde substrates and gives the corresponding syn-selective adduct with up to a 99% yield and 32.3:1 syn/anti selectivity. The enantiomeric excess of the syn adduct was 97%.
一系列双（磺酰胺）-二胺（BSDA）配体是由商业可得的手性 α-氨基醇和二胺合成的。手性 BSDA 配体 3a 与 Cu(I)配位，以优异的对映选择性（高达 99%）催化对映选择性 Henry 反应。此外，在吡啶的协助下，CuBr-3a 体系促进各种醛底物的非对映选择性 Henry 反应，并以高达 99%的收率和 32.3:1 的 syn/anti 选择性得到相应的 syn-选择性加合物。syn 加合物的对映过量为 97%。
