5 anti Boron Addition to Alkynes
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
Boron additions, such as carboboration, silaboration, diboration, or hydroboration of alkynes, offer efficient strategies for the synthesis of alkenylborons, which are versatile synthetic intermediates. Most of the reported reactions occur in syn addition mode. Accordingly, anti-selective boron addition to alkynes is an important challenge in modern organic synthesis. This chapter describes successful examples of anti-selective boron additions.
Key words
anti selectivity - alkynes - vinylboranes - alkenylboranes - carboboration - silaboration - diborylation - hydroboration- 8 Nogami M, Hirano K, Kanai M, Wang C, Saito T, Miyamoto K, Muranaka A, Uchiyama M. J. Am. Chem. Soc. 2017; 139: 12358