Highly Enantioselective Synthesis of Chiral 3-Substituted Indolines by Catalytic Asymmetric Hydrogenation of Indoles
作者:Ryoichi Kuwano、Kohei Kaneda、Takashi Ito、Koji Sato、Takashi Kurokawa、Yoshihiko Ito
DOI:10.1021/ol049317k
日期:2004.6.1
text] N-Tosyl 3-substituted indoles were hydrogenated with high enantioselectivities (95-98% ee) by use of a trans-chelating chiral bisphosphine, (S,S)-(R,R)-PhTRAP ligand. The chiral catalyst, which was generated in situ from [Rh(nbd)(2)]SbF(6), PhTRAP, and Cs(2)CO(3), is useful for enantioselectively synthesizing a range of diverse optically active indolines possessing a chiral carbon at the 3-position
[反应:见正文]通过使用反式螯合手性双膦(S,S)-(R,R)-PhTRAP配体,以高对映选择性(95-98%ee)将N-甲苯磺酰基3取代的吲哚氢化。由[Rh(nbd)(2)] SbF(6),PhTRAP和Cs(2)CO(3)原位生成的手性催化剂可用于对映选择性合成一系列具有在3位的手性碳。