Oppolzer Sultam Directed Aldol as a Key Step for the Stereoselective Syntheses of Antitumor Antibiotic Belactosin C and Its Synthetic Congeners

An efficient protocol has been developed using d-(2R)-Oppolzer sultam as a chiral auxiliary for generating anti/syn diastereomers with high enantiopurity and utilized in the efficient synthesis of natural product belactosin C and their synthetic congeners. It has been observed that a variation in th...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Journal of organic chemistry 2006-01, Vol.71 (1), p.337-340
Hauptverfasser:	Kumaraswamy, Gullapalli, Padmaja, Mogilisetti, Markondaiah, Bekkam, Jena, Nivedita, Sridhar, Balasubramanian, Kiran, Marelli Udaya
Format:	Artikel
Sprache:	eng
Schlagworte:	Antibiotics, Antineoplastic - chemical synthesis Antibiotics, Antineoplastic - chemistry Chemistry Crystallography, X-Ray Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Lactones - chemical synthesis Lactones - chemistry Magnetic Resonance Spectroscopy Molecular Structure Organic chemistry Peptides - chemical synthesis Peptides - chemistry Preparations and properties Stereoisomerism Sulfonamides - chemical synthesis Sulfonamides - chemistry
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	An efficient protocol has been developed using d-(2R)-Oppolzer sultam as a chiral auxiliary for generating anti/syn diastereomers with high enantiopurity and utilized in the efficient synthesis of natural product belactosin C and their synthetic congeners. It has been observed that a variation in the stoichiometry of the Lewis acid led to a difference in anti/syn selectivity.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo0516887