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Diastereodivergent Intermolecular 1,2-Diamination of Unactivated Alkenes Enabled by Iodine Catalysis

Satoshi Minakata, Hayato Miwa, Kenya Yamamoto, Arata Hirayama, Sota Okumura

2021Journal of the American Chemical Society70 citationsDOI

Abstract

The stereospecific, substrate (nitrogen source)-controlled intermolecular anti- and syn-1,2-diaminations of unactivated alkenes using the same catalysis (an iodine catalyst) is reported. The combined use of the two potential methods provides access to all of the disastereomeric forms of 1,2-diamines in spite of the availability of E- and Z-alkenes, and the resulting products can be readily converted into free vicinal diamines.

Topics & Concepts

ChemistryVicinalIntermolecular forceCatalysisIodineStereospecificitySubstrate (aquarium)AminationOrganic chemistryCombinatorial chemistryMoleculeOceanographyGeologyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions
Diastereodivergent Intermolecular 1,2-Diamination of Unactivated Alkenes Enabled by Iodine Catalysis | Litcius