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This review describes a glimpse of the various strategies for constructing stereo-defined quaternary centres in densely functionalised carbohydrates moiety of structurally intriguing and biologically potent natural products and building blocks.

A building block approach for the synthesis of α,β-diamino acids is described, which involves the diastereodivergent preparation of two sets of orthogonally protected δ,ε-unsaturated α,β-diamino acids as templates for the preparation of 12 new α,β-diamino acids of biological relevance using simple techniques.

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Fused and bridged bicyclic acetals are important structural motifs found in a diverse array of biologically active molecules. These conformationally rigid but stable structural segments are established within natural and unnatural compounds with biological importance. The structural and biological features of the molecules containing the fused and bridged ring systems have triggered a profound impact in the layout of newer synthetic methodologies and other designed entities. The interest in the development of efficient strategies to construct bicyclic scaffolds with fused and bridged bicyclic acetals in a stereocontrolled manner is substantial and challenging in the community of synthetic chemistry. The purpose of this review is to shed some light on the intriguing chemistry involved in the synthesis of conformationally constrained bridged and fused bicyclic acetals and its exploitation towards the synthesis of complex natural and unnatural molecules of biological and synthetic interest.