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Formyl MIDA Boronate: C 1 Building Block Enables Straightforward Access to α‐Functionalized Organoboron Derivatives
Author(s) -
Ivon Yevhen M.,
Mazurenko Ivan V.,
Kuchkovska Yuliya O.,
Voitenko Zoya V.,
Grygorenko Oleksandr O.
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202007651
Subject(s) - organoboron compounds , reagent , chemistry , combinatorial chemistry , boron , block (permutation group theory) , scope (computer science) , organic chemistry , computer science , mathematics , programming language , geometry
Formyl MIDA boronate has been known to be an elusive type of acylboronate that has not been obtained to date. In this work, an approach to the one‐pot preparation and chemical transformations of formyl MIDA boronate were developed to provide new types of α‐functionalized organoboron compounds. Among them are acylboronate reagents which present boron‐substituted analogues of ynones and β‐dicarbonyl compounds. The developed synthetic procedures, utilizing formyl MIDA boronate, are tolerant to diverse functional groups, making this reagent an advantageous C 1 building block for extending the scope of organoboron chemistry.