1.

Record Nr.

UNINA9910437818103321

Autore

Cuesta Ana Escribano

Titolo

New gold-catalyzed reactions and applications for the synthesis of alkaloids / / Ana Escribano Cuesta

Pubbl/distr/stampa

Cham ; ; New York, : Springer, c2013

ISBN

3-319-00702-5

Edizione

[1st ed. 2013.]

Descrizione fisica

1 online resource (202 p.)

Collana

Springer Theses, Recognizing Outstanding Ph.D. Research, , 2190-5053

Disciplina

547

Soggetti

Catalysis

Alkynes

Lingua di pubblicazione

Inglese

Formato

Materiale a stampa

Livello bibliografico

Monografia

Note generali

Description based upon print version of record.

Nota di bibliografia

Includes bibliographical references.

Nota di contenuto

Introduction -- General Objectives -- Gold(I)-Catalyzed Reactions of 1,6-Enynes with Aldehydes: Cycloaddition versus Metathesis-Type Reactions -- Formation of Cyclobutene Compounds via Gold(I)-Catalyzed Cycloisomerization of 1,n-Enynes -- Approach Toward the Total Synthesis of Lundurines.

Sommario/riassunto

Ana Escribano Cuesta's thesis presents a detailed study of the inter- and intramolecular reactions of carbonyl compounds with 1,6-enynes using gold (I) complexes. An important part of the work involved streamlining the variables that allow the selective synthesis of different products such as tricyclic compounds, dihydropyrans, 1,3-dienes or cyclobutenes. The second chapter highlights the importance and difficulties in synthesising a cyclobutene subunit and the author includes a detailed description of how the products were prepared. The final chapter outlines the synthesis of lundurines using methodology developed by the author's research group for intramolecular gold-catalyzed cyclization of indoles with alkynes. The lundurine products developed in this work show significant in vitro cytoxicity toward B16 melanoma cells. The work in this thesis has led to a number of publications in high-profile chemistry journals.