Autor: |
Yinli Wang, Akiho Yamauchi, Keiji Hashimoto, Tatsuya Fujiwara, Tsubasa Inokuma, Yuta Mitani, Koichi Ute, Satoru Kuwano, Yousuke Yamaoka, Kiyosei Takasu, Ken-ichi Yamada |
Jazyk: |
angličtina |
Rok vydání: |
2022 |
Předmět: |
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Zdroj: |
ACS Catalysis. 12(10):6100-6107 |
ISSN: |
2155-5435 |
Popis: |
We describe a new way of understanding enhanced molecular recognition through substrate–additive complex formation and the development of the first catalytic kinetic resolution of α-hydroxythioamides, which are versatile synthetic building blocks, using chiral N-heterocyclic carbene-catalyzed enantioselective acylation assisted by a carboxylate additive. Mass spectrometry provided evidence for the role of the additive, which forms a hydrogen-bonded complex with α-hydroxythioamide, resulting in both rate and selectivity enhancements. The synthetic applications of the resolved α-hydroxythioamides highlight the usefulness of the developed method. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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