Author/Authors :
Keiichi Hara، نويسنده , , Shin-ya Tosaki، نويسنده , , Vijay Gnanadesikan، نويسنده , , Hiroyuki Morimoto، نويسنده , , Shinji Harada، نويسنده , , Mari Sugita، نويسنده , , Noriyuki Yamagiwa، نويسنده , , Shigeki Matsunaga، نويسنده , , Masakatsu Shibasaki، نويسنده ,
Abstract :
Full details of the kinetic resolution of tertiary nitroaldols derived from simple ketones are described. Mixed BINOL/biphenol La–Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. Using a 2:1 mixture of La–Li3-(binaphthoxide 1a)3 complex (LLB) and La–Li3-(biphenoxide 1e)3 complex, chiral tertiary nitroaldols were obtained in 80–97% ee and 30–47% recovery yield. Transformations of products were also investigated.
Keywords :
Kinetic resolution , Bifunctional catalysis , nitroaldol , Tertiary alcohol , Asymmetric catalysis
