P-Chiral o-Phosphinophenol as a P/O Hybrid Ligand: Preparation and Use in Cu-Catalyzed Asymmetric Conjugate Addition of Diethylzinc to Acyclic Enones
The Journal of Organic Chemistry2005Vol. 70(22), pp. 9009–9012
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Yukitoshi Takahashi, Yoshikazu Yamamoto, Kosuke Katagiri, Hiroshi Danjo, Kentaro Yamaguchi, Tsuneo Imamoto
Abstract
[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%.
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