- A Diastereodivergent and Enantioselective Approach to syn- And anti-Diamines: Development of 2-Azatrienes for Cu-Catalyzed Reductive Couplings with Imines That Furnish Allylic Amines
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We introduce a new reagent class, 2-azatrienes, as a platform for catalytic enantioselective synthesis of allylic amines. Herein, we demonstrate their promise by a diastereodivergent synthesis of syn- and anti-1,2-diamines through their Cu-bis(phosphine)-catalyzed reductive couplings with imines. With Ph-BPE as the supporting ligand, anti-diamines are obtained (up to 91% yield, >20:1 dr, and >99:1 er), and with the rarely utilized t-Bu-BDPP, syn-diamines are generated (up to 76% yield, 1:>20 dr, and 97:3 er).
- Zhou, Pengfei,Shao, Xinxin,Malcolmson, Steven J.
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supporting information
p. 13999 - 14008
(2021/09/11)
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- Pd-catalyzed enantioselective C-H iodination: Asymmetric synthesis of chiral diarylmethylamines
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An enantioselective C-H iodination reaction using a mono-N-benzoyl- protected amino acid has been developed for the synthesis of chiral diarylmethylamines. The reaction uses iodine as the sole oxidant and proceeds at ambient temperature and under air.
- Chu, Ling,Wang, Xiao-Chen,Moore, Curtis E.,Rheingold, Arnold L.,Yu, Jin-Quan
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supporting information
p. 16344 - 16347
(2013/12/04)
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