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A New Reagent for Nucleophilic Aminomethylation: Doubly Lithiated Bis(dimethylamino)methane and Its Use for the Synthesis of Si,N‐Heterocycles
Author(s) -
Karsch Hans H.
Publication year - 1996
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19961290502
Subject(s) - chemistry , aminal , reagent , methane , nucleophile , medicinal chemistry , lithium (medication) , organic chemistry , catalysis , medicine , endocrinology
The aminal Me 2 NCH 2 NMe 2 is doubly metalated by Li t Bu to give LiCH 2 N(Me)CH 2 N(Me)CH 2 Li, which reacts with chlorosilanes to afford the respective silylated species, including the six‐membered heterocycle Me 2 SiCH 2 N(Me)CH 2 N(Me)‐CH 2 and the spiroheterocycle Si[CH 2 N(Me)CH 2 N(Me)CH 2 ] 2 .
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