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N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction.

ABSTRACT: Theoretical calculation of the reactivity of α-imino thioesters indicates that they are very reactive substrates for Umpolung N-alkylation. In fact, treatment of α-aldimino thioesters with dialkylzinc reagents in the presence of aldehydes or imines gives three-component coupling products in good yields.

SUBMITTER: Shimizu M

PROVIDER: S-EPMC8697212 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction.

Shimizu Makoto M Higashino Asako A Mizota Isao I Zhu Yusong Y

RSC advances 20210407 22

Theoretical calculation of the reactivity of α-imino thioesters indicates that they are very reactive substrates for Umpolung N-alkylation. In fact, treatment of α-aldimino thioesters with dialkylzinc reagents in the presence of aldehydes or imines gives three-component coupling products in good yields. ...[more]

PMID: 35423863

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