An Approach to the Synthesis of Electron-Rich and Hindered Esters and Its Application to the Synthesis of Acteoside

Electron-rich esters are ubiquitously distributed in natural products and play a central role in bioactivities. Herein, we disclose an efficient, mild, and general esterification approach to the synthesis of these esters by employing gold(I)-catalyzed acylation reaction with alkyne-tethered mixed anhydrides and alcohols. This method can be applied to ester-bond formation in complex substrates and facilitates efficient synthesis of acteoside, which belongs to the family of phenylethanoid glycosides and possesses a broad range of bioactivities.

Medienart:

E-Artikel

Erscheinungsjahr:

2021

Erschienen:

2021

Enthalten in:

Zur Gesamtaufnahme - volume:23

Enthalten in:

Organic letters - 23(2021), 23 vom: 03. Dez., Seite 9210-9215

Sprache:

Englisch

Beteiligte Personen:

Zhang, Xiaojuan [VerfasserIn]
Yang, Yutong [VerfasserIn]
Wang, Fuye [VerfasserIn]
Zhou, Zhengbing [VerfasserIn]
Zhang, Hongbin [VerfasserIn]
Zhu, Yugen [VerfasserIn]

Links:

Volltext

Themen:

Journal Article
Research Support, Non-U.S. Gov't

Anmerkungen:

Date Completed 08.02.2022

Date Revised 08.02.2022

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.orglett.1c03528

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM333173937