Current Organic Synthesis - Volume 4, Issue 1, 2007

Efficient and total synthesis of enantiopure cyclitols with a C6, C7 or C8 ring as framework and related aminocyclitols, including polyhydroxylated octahydroindoles and decahydroquinolines are reported from C2-symmetrical bis-epoxides derived from D-mannitol. The described strategy permits access to various configurations of these scaffolds.

This provides a comprehensive survey of the recent progress in the various synthetic methods of the chalcogenoamides (thioamide, selenoamide and telluroamide), their application in the preparation of heterocycles and their biological significances.

This review focuses on a literature survey of the uses and the different approaches for the syntheses of tertiary and secondary phosphines. In addition, their applications in organic synthesis are briefly overviewed along with basic methods for their preparation and physical properties are also discussed. Where possible, the relative advantages of ditertiary and disecondary phosphines in important organic reactions are often industrially important organic reactions that are also compared.

The hetero Diels-Alder reactions between α,α'-dioxothiones, α-imino-α'-oxothiones or orthothioquinones and glycals represent an effective way to prepare α- or β-, O- or N-glycosides with impressive chemo-, regio- and diastereoselectivity. The glycoderivatives so obtained are bicyclic, sulfur-containing, rigid structures, which, due to their differentiable functional groups, allow easy manipulations of the molecular architecture and can be used as veritable glycosyl scaffolds.

The use of cyclic structures, which organize themselves in a predicted manner to form tubular structures, is an area of great active interest. This review focuses on the design and characterization of cyclic, covalent compounds as building blocks for tubular aggregates and their behavior as multifunctional, synthetic, defined nanoobjects.

The 1,3-oxazolidin-2-one nucleus is a popular heterocycle framework in synthetic organic chemistry, as well as in medicinal chemistry. This paper deals with the huge number of synthetic approaches addressed to the construction of this five-member ring, with a particular care for the mechanistic and stereochemical outcome.