Pd-catalyzed assembly of spirooxindole natural products : a short synthesis of horsfiline

The Pd-catalyzed intramolecular alpha-arylation of amides is applied to the synthesis of functionalized spirooxindoles. The substrate scope is evaluated, and the reaction is demonstrated to be useful for the assembly of spirooxindole natural products and derivatives thereof. As an application, a new synthesis of horsfiline 1 is presented, giving the natural product in only 4 steps from commercially available amino acid 12.

Medienart:

E-Artikel

Erscheinungsjahr:

2010

Erschienen:

2010

Enthalten in:

Zur Gesamtaufnahme - volume:75

Enthalten in:

The Journal of organic chemistry - 75(2010), 17 vom: 03. Sept., Seite 5994-6000

Sprache:

Englisch

Beteiligte Personen:

Deppermann, Nina [VerfasserIn]
Thomanek, Heike [VerfasserIn]
Prenzel, Alexander H G P [VerfasserIn]
Maison, Wolfgang [VerfasserIn]

Links:

Volltext

Themen:

5TWQ1V240M
Biological Factors
Horsfiline
Journal Article
Organometallic Compounds
Palladium
Research Support, Non-U.S. Gov't
Spiro Compounds

Anmerkungen:

Date Completed 08.12.2010

Date Revised 21.11.2013

published: Print

Citation Status MEDLINE

doi:

10.1021/jo101401z

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM200107399