An expedient protecting-group-free total synthesis of (±)-dievodiamine

The first total synthesis of the Evodia rutaecarpa derived natural product dievodiamine is described. The convergent synthesis was performed without protecting groups, delivering a route that is short and high yielding and uses limited chromatography. Key steps include organometallic addition into a DHED adduct and the Stille coupling of two advanced intermediates to complete the synthesis.

Medienart:

E-Artikel

Erscheinungsjahr:

2013

Erschienen:

2013

Enthalten in:

Zur Gesamtaufnahme - volume:15

Enthalten in:

Organic letters - 15(2013), 13 vom: 05. Juli, Seite 3302-5

Sprache:

Englisch

Beteiligte Personen:

Unsworth, William P [VerfasserIn]
Kitsiou, Christiana [VerfasserIn]
Taylor, Richard J K [VerfasserIn]

Links:

Volltext

Themen:

Biological Factors
Dehydroevodiamine hydrochloride
Dievodiamine
Heterocyclic Compounds, 4 or More Rings
Indoles
Journal Article
Organometallic Compounds
Research Support, Non-U.S. Gov't

Anmerkungen:

Date Completed 08.01.2014

Date Revised 25.11.2016

published: Print-Electronic

Citation Status MEDLINE

doi:

10.1021/ol4013469

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM22851245X