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First total synthesis of ent-asperparaline C and assignment of the absolute configuration of asperparaline C (CROSBI ID 261863)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Dokli, Irena ; Pohl, Radek ; Klepetářová, Blanka ; Jahn, Ullrich First total synthesis of ent-asperparaline C and assignment of the absolute configuration of asperparaline C // Chemical communications, 55 (2019), 27; 3931-3934. doi: 10.1039/C9CC00945K

Podaci o odgovornosti

Dokli, Irena ; Pohl, Radek ; Klepetářová, Blanka ; Jahn, Ullrich

engleski

First total synthesis of ent-asperparaline C and assignment of the absolute configuration of asperparaline C

The first asymmetric total synthesis of a member of the asperparaline family was accomplished and the unknown absolute configuration of asperparaline C has been determined to be all-(S). The key steps of the synthesis are an oxidative radical cyclization, a selective reduction of one of the tertiary amides, a singlet oxygen Diels–Alder reaction and a reductive spirocyclization.

Asperparaline C ; Total synthesis ; Absolute configuration ; Alkaloids ; Radical cyclization

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Podaci o izdanju

55 (27)

2019.

3931-3934

objavljeno

1359-7345

1364-548X

10.1039/C9CC00945K

Povezanost rada

Kemija

Poveznice
Indeksiranost