Cobalt‐Catalyzed Asymmetric Deuteration of α‐Amidoacrylates for Stereoselective Synthesis of α,β‐Dideuterated α‐Amino Acids-Reference-Cited by-同舟云学术

Cobalt‐Catalyzed Asymmetric Deuteration of α‐Amidoacrylates for Stereoselective Synthesis of α,β‐Dideuterated α‐Amino Acids

Published:2023-04-12 Issue:20 Volume:62 Page:
ISSN:1433-7851
Container-title:Angewandte Chemie International Edition
language:en
Short-container-title:Angew Chem Int Ed

Author:

Li Aibo¹,Song Xinjian¹,Ren Qiao¹,Bao Peiwang¹,Long Xinyu¹,Huang Fuli¹,Yuan Lvjiang¹,Zhou Jianrong Steve²^ORCID,Qin Xurong¹³^ORCID

Affiliation:

1. Engineering Research Center of Coptis Development and Utilization Ministry of Education College of Pharmaceutical Sciences Southwest University 2 Tiansheng Road 400715 Chongqing P. R. China

2. State Key Laboratory of Chemical Oncogenomics Guangdong Provincial Key Laboratory of Chemical Genomics School of Chemical Biology and Biotechnology Peking University Shenzhen Graduate School 2199 Lishui Road, Room F312, Nanshan District 518055 Shenzhen P. R. China

3. State Key Laboratory of Medicinal Chemical Biology Nankai University No. 94 Wei Jin Road 300071 Tianjin P. R. China

Abstract

AbstractA cobalt‐catalyzed deuteration of amidoacrylates using deuterated methanol afforded α,β‐dideuterio‐α‐amino esters in excellent enantiomeric ratios (mostly >95 : 5) and almost complete deuteration (99 %). The new protocol was used to prepare dideuterio‐α‐amino acid fragments in some drugs. Furthermore, the stereoselective deuteration was applied in a concise synthesis of dideuterio l‐DOPA.

Funder

National Natural Science Foundation of China

Chongqing Science and Technology Commission

Venture and Innovation Support Program for Chongqing Overseas Returnees

Fundamental Research Funds for the Central Universities

Publisher

Wiley

Subject

General Chemistry,Catalysis

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.202301091

Reference94 articles.