Hamada Takayuki, Buchwald Stephen L
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Org Lett. 2002 Mar 21;4(6):999-1001. doi: 10.1021/ol025563p.
[reaction: see text] New phosphine ligands possessing both axial chirality and a chirogenic phosphorus center were prepared from (R)-2-bromo-2'-N,N-(dimethylamino)-1,1'-binaphthyl (1) via a simple Li-halogen exchange protocol. The asymmetric vinylation of a ketone enolate with (R,R(P))-2-(tert-butylphenylphosphino)-2'-N,N-(dimethylamino)-1,1'-binaphthyl (2a) afforded the coupling product with good enantiomeric excess.
[反应:见正文] 通过简单的锂-卤素交换方法,由(R)-2-溴-2'-N,N-(二甲基氨基)-1,1'-联萘(1)制备了具有轴向手性和手性磷中心的新型膦配体。 用(R,R(P))-2-(叔丁基苯基膦基)-2'-N,N-(二甲基氨基)-1,1'-联萘(2a)对酮烯醇化物进行不对称乙烯基化反应,得到对映体过量良好的偶联产物。