Ring-Opening of Aziridine Carboxylates for the Synthesis of Tryptophan Derivatives

Hisashi Yamamoto; Isai Ramakrishna

doi:10.1055/s-0042-1752186

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Synfacts 2023; 19(10): 1061
DOI: 10.1055/s-0042-1752186

Peptide Chemistry

Ring-Opening of Aziridine Carboxylates for the Synthesis of Tryptophan Derivatives

Rezensent(en):

Hisashi Yamamoto

,

Isai Ramakrishna

Bennani YL, Zhu G.-D, Freeman JC. Abbott Laboratories, Abbott Park, USA
Scandium-Mediated Opening of Aziridine Carboxylates: A Facile Synthesis of Aryl Substituted Tryptophans.

Synlett 1998; 754-756

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Abstract
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Key words

Sc(OTf)₃ - aziridine carboxylates - ring opening - tryptophan derivatives

Significance

Tryptophan and unnatural tryptophan derivatives are ubiquitous in many natural products and peptide drug molecules. In 1998, Bennani and co-workers developed a scandium-mediated ring-opening method of aziridine carboxylates for the synthesis of aryl-substituted tryptophan derivates.

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Comment

A series of aryl-substituted tryptophan derivates were synthesized with a scandium-mediated ring opening of aziridine carboxylates. This method is practically simple and synthesized various aryl-substituted tryptophan derivates in good yields.

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Publikationsverlauf

Artikel online veröffentlicht:
14. September 2023

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