7 Borylative Ring Opening
Book
Editor: Fernández, E.
Title: Advances in Organoboron Chemistry towards Organic Synthesis
Print ISBN: 9783132429710; Online ISBN: 9783132429758; Book DOI: 10.1055/b-006-164898
1st edition © 2020. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Reference Libraries
Parent publication
Title: Science of Synthesis
DOI: 10.1055/b-00000101
Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.
Type: Multivolume Edition
Abstract
This review describes published methods for the direct introduction of a boron atom into organic molecules by ring opening of strained cyclic systems using nucleophilic diboron species. Considering the synthetic versatility of functionalized organoboron derivatives, the newly formed carbon–boron bond thus installed paves the way for a wide range of useful subsequent transformations.
Key words
borylation - nucleophilic diboron species - boronic esters - ring-opening reactions - vinyl epoxides - vinyl aziridines - vinylcyclopropanes - propargylic epoxides - propargylic aziridines - propargylic oxetanes - epoxides - aryl aziridines - transition-metal catalysis- 11 Ebrahim-Alkhalil A, Zhang Z.-Q, Gong T.-J, Su W, Lu X.-Y, Xiao B, Fu Y. Chem. Commun. (Cambridge) 2016; 52: 4891
- 12 Ebrahim-Alkhalil MAA, Lu X, Gong T.-J, Zhang Z.-Q, Xiao B, Fu Y. Chem. Commun. (Cambridge) 2017; 53: 909