Stereoselective synthesis of spirocyclic compounds: Organocatalyzed methodologies

Rios Torres, Ramon (2015) Stereoselective synthesis of spirocyclic compounds: Organocatalyzed methodologies. In, Rodriguez, Jean and Bonne, Damien (eds.) Stereoselective Multiple Bond-Forming Transformations in Organic Synthesis. Hoboken, US. John Wiley & Sons Ltd., pp. 271-306. (doi:10.1002/9781119006220.ch10).

Record type: Book Section

Abstract

The synthesis of complex molecules is one of the most challenging goals for synthetic chemists. The high complexity of natural products has fascinated organic chemists over the decades. One of the most important challenges for synthetic organic chemists is the regiocontrolled and stereocontrolled synthesis of quaternary carbon centers, in particular, the enantioselective synthesis of spirocyclic compounds. The spirocycles demonstrate high complexity because of the presence of central chirality or even axial chirality. Spiroatoms can be chiral even though they do not possess four different substituents normally observed in stereocenters. The high complexity of spiro compounds has attracted synthetic chemists since the nineteenth century. This chapter draws the readers' attention to the enantioselective organocascade C–C bond-forming reactions that have a huge role in the rapid synthesis of highly complex spirocyclic compounds. The goal is to mimic the natural conditions by highly enantioselective sequential syntheses.

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