An air-stable P-chiral phosphine ligand for highly enantioselective transition-metal-catalyzed reactions

An air-stable P-chiral phosphine ligand for highly enantioselective transition-metal-catalyzed reactions
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DOI:
10.1021/ja053458f
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发表时间:
2005-08-31
影响因子:
15
通讯作者:
Yoshida, K
Yoshida, K
中科院分区:
化学1区
文献类型:
--
作者:
Imamoto, T;Sugita, K;Yoshida, K

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通过对映体纯的叔丁基甲基膦-硼烷与2,3-二氯喹喔啉反应,合成了一种新的P-手性膦配体(R,R)-2,3-二(叔丁基甲基膦基)喹喔啉。该配体与大多数先前报道的P-手性配体相反,是空气稳定的固体,并且在Rh催化的不对称氢化和Rh或Pd催化的碳-碳键形成反应中表现出优异的对映选择性。
A new P-chiral phosphine ligand, (R,R)-2,3-bis(tert-butylmethylphosphino)quinoxaline, has been prepared by the reaction of enantiomerically puretert-butylmethylphosphine−borane with 2,3-dichloroquinoxaline. This ligand, in contrast to most of the previously reported P-chiral ligands, is an air-stable solid and exhibits excellent enantioselectivities in both Rh-catalyzed asymmetric hydrogenations and Rh- or Pd-catalyzed carbon−carbon bond-forming reactions.