Disproportionation-Inspired Construction of Highly Functionalized Bicyclo[3.2.1]octanes

The formation of one unavoidable byproduct in traditional disproportionation reactions limits their applications in synthesis. Inspired by convergent disproportionation, we develop an iodine-induced cyclization and oxidation of allylic alcohols to produce highly functionalized bicyclo[3.2.1]octanes through creation of six new bonds. Guided by the mechanism, we elaborated a variety of other bicyclo[3.2.1]octanes bearing distinct groups with presynthesized dienes and enones as the starting materials. This work provides a divergent access to bicyclo[3.2.1]octane frameworks.

Medienart:

E-Artikel

Erscheinungsjahr:

2023

Erschienen:

2023

Enthalten in:

Zur Gesamtaufnahme - volume:25

Enthalten in:

Organic letters - 25(2023), 11 vom: 24. März, Seite 1878-1882

Sprache:

Englisch

Beteiligte Personen:

Liu, Heng [VerfasserIn]
Ji, Ding-Wei [VerfasserIn]
Min, Xiang-Ting [VerfasserIn]
Mei, Yong-Kang [VerfasserIn]
Sun, Shao-Han [VerfasserIn]
Zhang, Gong [VerfasserIn]
Hu, Yan-Cheng [VerfasserIn]
Chen, Qing-An [VerfasserIn]

Links:

Volltext

Themen:

Journal Article

Anmerkungen:

Date Completed 24.03.2023

Date Revised 24.03.2023

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.orglett.3c00397

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM354223224