Synthetic strategies convergent

Di- and trinucleotides may be used as units instead of the monomers. This convergent synthetic strategy simplifies the purification of products, since they are differentiated by a much higher jump in molecular mass and functionality from the educls than in monomer additions, and it raises the yield. We can illustrate the latter effect with an imaginary sequence of seven synthetic steps, c.g. nucleotide condensations, where the yield is 80% in each step. In a converging seven-step synthesis an octanucleotide would be obtained in 0.8 x 100 = 51% yield, compared with a 0.8 x 100 = 21% yield in a linear synthesis. 

On the other hand, branched building blocks [30] possess inherent branching points remote from the site of connection. These monomers can be simple or complex in design and have been used in both divergent and convergent synthetic strategies. In addition, branched monomers can also be used to install utilitarian functionality within cascade molecules. 

As described above, our synthetic strategy involves the convergent construction of the central cyclopentanone ring with a carbonylative cross-coupling reaction and a photo-Nazarov cyclization reaction (Chart 2.2). The electrophilic coupling component 51 was synthesized by an intramolecular Diels-Alder reaction [34] and the nucleophilic coupling component 52 by a vinyiogous Mukaiyama aldol reaction [35]. 

Multicomponent reactions have recently become one of the favored methods to prepare pharmacologically important compounds. Ugi condensations with O-protected hydroxylamines have been successfully performed in THE using ZnCl2 as activating agent (Scheme 56). This synthetic strategy opens up the route to a very convergent assembly of internal hydroxamic acid derivatives (A-acyl-A-hydroxypeptides 109)" . 

Figure 7. Divergent synthetic strategy to obtain polynuclear metal complexes of dendrimer shape. - ° Each deprotected compound of the dive ent synthetic approach can be used as a core in convergent synthetic processes. Some of these routes starting from a tetranuclear core are illustrated in Figure 8.

Section 2 discusses the syntheses of different classes of concave acids and bases. Convergent synthetic strategies were chosen for an easy structural variation of the reagents (modular assembly). Section 3 characterizes the concave acids and concave bases and checks whether the acid/base properties of the parent compounds benzoic acid, pyridine and 1,10-phenanthroline are conserved in the bimacrocyclic structures. In Section 4, the influence of the concave shielding on the reactivity and selectivity of the concave reagents is measured in model reactions. In principle, the concave shielding should be able to influence inter- and intramolecular competitions as well as chemoselectivity and (dia)stereoselectivity. If the reagent is chiral, enantioselectivity should also be observable. 

Epothilone A (la) was prepared with a convergent synthetic strategy starting from the three building blocks 6. 9, and 15 Fragments 6 and 9 were coupled in a highly stereoselective aldol reaction (C-6/C-7), and this was followed by esterification with the last component. 15... 

Miller and Neenan succeeded in the very same year in producing the first hydrocarbon dendrimers based exclusively on arene units, also using a convergent synthetic strategy [16] (Fig. 1.7). 

The convergent synthetic strategy is well suited for the production of macro-molecular architectures such as segmented-block dendrimers, which bear either the same or different generations of dendrons, but with different molecular scaffolds linked to a core unit. This type of dendrimer is of interest owing to its multifunctionality. 

The graft-to method of attaching dendrons numbers among the polymer-analogous synthetic strategies which start from a functionalised polymer backbone to which convergently preconstructed dendritic units of the desired generation can be fixed in a dense sequence (Fig. 2.16). 

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