Stereoselective Syntheses of Tetrahydropyrans - Applications to the Synthesis of (+)-Leucascandrolide A, (+)Dactylolide and (±)-Diospongin A

In his thesis, Kiyoun Lee describes his studies into tandem and organocatalytic oxa-conjugate addition reactions for the synthesis of complex tetrahydropyrans (THP). Readers gain insight into the new methods Lee employs for the synthesis of biologically interesting natural products including (+)-leucascandrolide A, (+)-dactylolide, and (±)diospongin A. The reactions Lee investigates are applicable to a broad range of substrates and proceed with excellent stereoselectivity. Moreover, the methodologies allow the synthesis of a wide range of THP-containing compounds. The development of reactions, such as those discussed by Lee, has the potential to impact natural product synthesis, pharmaceutical development and chemical biology.

Sommario

Introduction.- Significance.- General Approaches to the Synthesis of Substituted Tetrahydropyrans.- Stereoselective Synthesis of Tetrahydropyrans via Tandem and Organocatalytic Oxa-Conjugate Addition Reactions.- Introduction.- Preliminary Study.- Result and Discussion.- Synthesis of 4-Hydroxy-2,6-cis-Tetrahydropyrans via Tandem Cross-Metathesis/Thermal SN2' Reaction.

Riassunto

In his thesis, Kiyoun Lee describes his studies into tandem and organocatalytic oxa-conjugate addition reactions for the synthesis of complex tetrahydropyrans (THP). Readers gain insight into the new methods Lee employs for the synthesis of biologically interesting natural products including (+)-leucascandrolide A, (+)-dactylolide, and (±)diospongin A. The reactions Lee investigates are applicable to a broad range of substrates and proceed with excellent stereoselectivity. Moreover, the methodologies allow the synthesis of a wide range of THP-containing compounds. The development of reactions, such as those discussed by Lee, has the potential to impact natural product synthesis, pharmaceutical development and chemical biology.

Dettagli sul prodotto

• Autori: Kiyoun Lee
• Editore: Springer, Berlin
• Lingue: Inglese
• Formato: Copertina rigida
• Pubblicazione: 17.01.2014
• EAN: 9783319044613
• ISBN: 978-3-31-904461-3
• Pagine: 184
• Dimensioni: 161 mm x 243 mm x 17 mm
• Peso: 420 g
• Illustrazioni: XIX, 184 p. 256 illus., 12 illus. in color.
• Serie: Springer Theses; Springer Theses
• Categorie: Scienze naturali, medicina, informatica, tecnica > Chimica > Chimica organica; B, ORGANIC CHEMISTRY, Industrielle Chemie und Chemietechnologie, Chemistry and Materials Science, Chemical Engineering, Industrial Chemistry, Industrial chemistry & chemical engineering, Pharmaceutical technology, Pharmaceutics, Pharmaceutical Sciences/Technology, Industrial Chemistry/Chemical Engineering, Industrial chemistry and chemical engineering