Simple and Efficient Enantioselective α-Deuteration Method of α-Amino Acids without External Chiral Sources

  • Park, Soojun; 
  • Kim, Jae Hyun; 
  • Kim, Dongjun; 
  • Kim, Yeonjoon; 
  • Kim, Seonah; 
  • 외 1명
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초록

Deuterium-labeled α-amino acids are useful in research related to drug discovery and biomedical science. However, a high degree of site selectivity and stereoselectivity in the deuterium incorporation process is still difficult to achieve. Herein, we report a new enantioselective deuteration method at the α-position of several amino acids without external chiral sources. The proposed deuteration methods (NaOEt and EtOD) are highly selective and simple. Additionally, we provide a mechanistic study for this enantioretentive deuteration.

키워드

enantioretentive; memory of chirality; α-amino acids; α-deuterated amino acids; α-deuteration; MEMORY; ACTIVATION; MECHANISMS; STATE
제목
Simple and Efficient Enantioselective α-Deuteration Method of α-Amino Acids without External Chiral Sources
저자
Park, Soojun; Kim, Jae Hyun; Kim, Dongjun; Kim, Yeonjoon; Kim, Seonah; Kim, Sanghee
DOI
10.1021/jacsau.4c00185
발행일
2024-05
유형
Article; Early Access
저널명
JACS Au
권
4
호
6
페이지
2246 ~ 2251

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