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Stereoselective Diboration of Spirocyclobutenes: A Platform for the Synthesis of Spirocycles with Orthogonal Exit Vectors

Luis Nóvoa, Laura Trulli, Alejandro Parra, Mariola Tortosa

2021Angewandte Chemie19 citationsDOI

Abstract

Abstract The diastereo‐ and enantioselective diboration of spirocyclobutenes provides a platform for the rapid preparation of a wide variety of chiral spirocyclic building blocks. The chemoselective functionalization of the carbon‐boron bond in the products, including a stereospecific sp 3 ‐sp 2 Suzuki–Miyaura cross‐coupling reaction, provides a powerful tool to control the directionality and the nature of the exit vectors in the spirocyclic framework.

Topics & Concepts

Enantioselective synthesisStereoselectivityStereospecificitySurface modificationCombinatorial chemistryBoronChemistryCarbon fibersComputer scienceOrganic chemistryCatalysisAlgorithmPhysical chemistryComposite numberOrganoboron and organosilicon chemistryChemical Synthesis and AnalysisChemical synthesis and alkaloids
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