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Radical‐Induced 1,2‐Migrations of Boron Ate Complexes
Author(s) -
Kischkewitz Marvin,
Friese Florian W.,
Studer Armido
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201901503
Subject(s) - boron , chemistry , electrophile , moiety , ionic bonding , carbon skeleton , carbon atom , radical , carbon fibers , stereochemistry , computational chemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , ion , alkyl , catalysis , composite number , computer science , algorithm
Abstract 1,2‐Boron ate rearrangements represent a fundamental class of transformations to establish new C−C bonds while retaining the valuable boron moiety in the product. In established ionic processes, the boron ate complex is activated by an external electrophile to induce a 1,2‐migration from boron to an adjacent sp 3 or sp 2 carbon atom. Recently, two complementary radical polar crossover approaches have been explored for both classes, 1,2‐migrations to sp 2 and sp 3 carbon centers. This review describes the general concepts in this emerging research field and summarizes recent developments of radical‐induced 1,2‐migrations from boron to carbon.