Synthesis 2021; 53(24): 4678-4681
DOI: 10.1055/a-1558-9135
paper

HMPA-Free Generation of Trialkylsilyllithium Reagents and Its Applications to the Synthesis of Silylboronic Esters

a   Graduate School of Advanced Science and Engineering, Hiroshima University, Higashi-Hiroshima 739-8526, Japan
b   Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623 Berlin, Germany
,
a   Graduate School of Advanced Science and Engineering, Hiroshima University, Higashi-Hiroshima 739-8526, Japan
,
a   Graduate School of Advanced Science and Engineering, Hiroshima University, Higashi-Hiroshima 739-8526, Japan
,
b   Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623 Berlin, Germany
,
a   Graduate School of Advanced Science and Engineering, Hiroshima University, Higashi-Hiroshima 739-8526, Japan
› Institutsangaben
JSPS fellowship for young scientists, JSPS KAKENHI Grant Number JP20J14589.


Abstract

Trialkylsilyllithium species have turned out to be facilely generated by treating hexaalkyldisilanes with methyllithium in the presence of tris(N,N-tetramethylene)phosphoric triamide (TPPA) as an activator, which can be trapped by boron electrophiles to afford silylboronic esters including long-awaited Me3Si–B(pin).

Supporting Information



Publikationsverlauf

Eingereicht: 08. Juli 2021

Angenommen nach Revision: 26. Juli 2021

Accepted Manuscript online:
26. Juli 2021

Artikel online veröffentlicht:
23. August 2021

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