Enantioselective Reductive Cyanation and Phosphonylation of Secondary Amides by Ir and Chiral Thiourea Sequential Catalysis.

Enantioselective Reductive Cyanation and Phosphonylation of Secondary Amides by Ir and Chiral Thiourea Sequential Catalysis.
Angew Chem Int Ed Engl. 2021 Jan 22;:
Authors: Chen DH, Sun WT, Zhu CJ, Lu GS, Wu DP, Wang AE, Huang PQ
Abstract
The combination of transition metal catalysis and organocatalysis increasingly offers chemists opportunities to realize diverse unprecedented chemical transformations. By combining iridium with thiourea catalysis, direct enantioselective reductive cyanation and phosphonylation of secondary amides have been accomplished for the first time for the synthesis of enantioenriched chiral α-aminonitriles and α-aminophosphonates. The protocol is highly efficient and enantioselective, providing a novel route to the synthesis of optically active α-functionalized amines from the simple, readily available feedstocks. In addition, the reactions are scalable with the thiourea catalyst recycled and reused.
PMID: 33484032 [PubMed - as supplied by publisher]

Source: Angewandte Chemie - January 22, 2021 Category: Chemistry Authors: Chen DH, Sun WT, Zhu CJ, Lu GS, Wu DP, Wang AE, Huang PQ Tags: Angew Chem Int Ed Engl Source Type: research