Current Organic Synthesis

ISSN: 1570-1794

Current Organic Synthesis
Volume 5, Number 1, February 2008

Contents


Recent Advances in Bismuth-Catalyzed Organic Synthesis Pp.1-27
Ruimao Hua
[Abstract]


Direct Propargylic Substitution of Hydroxyl Group in Propargylic Alcohols Pp. 28-32
George W. Kabalka and Min-Liang Yao
[Abstract]


Glycosylation Methods in Oligosaccharide Synthesis. Part 1 Pp. 33-60
Ana T. Carmona, Antonio J. Moreno-Vargas and Inmaculada Robina
[Abstract]


Recent Developments in the Synthesis of Amino Acids and Analogues for Foldamers Study Pp. 61-80
Debasish Haldar
[Abstract]




Abstracts


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Recent Advances in Bismuth-Catalyzed Organic Synthesis Ruimao Hua

Bismuth(III) compounds (BiX ₃, X = Cl, Br, NO₃ and OTf etc.) are moisture- and air-tolerant Lewis acids, which have been widely applied as green catalyst in diverse organic synthesis in the past few years. This review illustrates significant advances in this field over recent five years, and mainly focuses on the bismuth-catalyzed formation of carbon-carbon, carbon-nitrogen, carbon-sulfur bonds, as well as oxidation reaction, protection and deprotection of alcohols and carbonyl compounds, and organic reactions in aqueous media.


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Direct Propargylic Substitution of Hydroxyl Group in Propargylic Alcohols
George W. Kabalka and Min-Liang Yao

Nucleophilic substitution reactions involving propargylic alcohols are important because the alkynyl group can be subsequently transformed into a variety of functional groups. This review summarizes recent direct substitution reactions of hydroxyl groups in propargylic alcohols, reactions that are highly desirable due to atom efficiency and environmental concerns.


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Glycosylation Methods in Oligosaccharide Synthesis. Part 1
Ana T. Carmona, Antonio J. Moreno-Vargas and Inmaculada Robina

A review dealing with the general aspects of oligosaccharide synthesis including the recent advances in protecting group strategies and anomeric control for stereoselective glycosylations, focusing on the formation of 1,2-cis-glycosides, are presented. Recent examples of the intramolecular aglycon delivery approach and of the remote effect on the stereochemistry of the new glycosidic bond are considered. In this part, updated examples of the use of glycosyl halides, thioglycosides, sulfoxides and phenylselenides as glycosylating agents for oligosaccharide synthesis are also discussed.


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Recent Developments in the Synthesis of Amino Acids and Analogues for Foldamers Study
Debasish Haldar

Synthetic amino acids have particular appeal for extending our understanding of protein structure and stabilization into the realm of folded, nonbiological polymers. Chemists are now beginning to design biomimetic amino acids that can form both secondary and tertiary structures. An overview of the synthesis of non-protein amino acids recently used in the design of conformationally well-defined foldamers is discussed.