Takahashi Yukitoshi, Yamamoto Yoshikazu, Katagiri Kosuke, Danjo Hiroshi, Yamaguchi Kentaro, Imamoto Tsuneo
Department of Chemistry, Faculty of Science, Chiba University, Inage-ku, Japan.
J Org Chem. 2005 Oct 28;70(22):9009-12. doi: 10.1021/jo051034y.
[reaction: see text] (S)-2-(tert-Butylmethylphosphino)phenol and its methyl ether were synthesized from tert-butyldichlorophosphine via optically active phosphine-boranes as the intermediates. The former compound was used as a P/O hybrid ligand in the Cu-catalyzed asymmetric conjugate addition of diethylzinc to acyclic enones to achieve high enantioselectivity of up to 96%.
[反应:见正文] (S)-2-(叔丁基甲基膦基)苯酚及其甲醚由叔丁基二氯膦经旋光性膦硼烷作为中间体合成。前一种化合物在铜催化的二乙基锌对无环烯酮的不对称共轭加成反应中用作P/O混合配体,以实现高达96%的高对映选择性。