Asymmetric Synthesis of First Generation Molecular Motors

作者：Neubauer Thomas M; van Leeuwen Thomas; Zhao Depeng; Lubbe Anouk S; Kistemaker Jos C M; Feringa Ben L^*

来源：Organic Letters, 2014, 16(16): 4220-4223.

DOI：10.1021/ol501925f

A general enantioselective route to fimctionalized first generation molecular motors is described. An enantioselective protonation of the silyl enol ethers of indanones by a Au(I)BINAP complex sets the stage for a highly diastereoselective McMurry coupling as a second enhancement step for enantiomeric excess. In this way various fiinctionalized overcrowded alkenes could be synthesized in good yields (up to 78%) and good to excellent enantiomeric excess (8596 ee- >98% ee) values.

• 出版日期2014-8-15