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α-Alkyl-α-aminosilanes: Synthesis via Alkylation and Hydrosilylation

✍ Scribed by Scott McN. Sieburth; Joseph J. Somers; Heather K. O'Hare; Gregory W. Hewitt

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 170 KB
Volume: 11
Category: Article
ISSN: 0268-2605
DOI: 10.1002/(sici)1099-0739(199704)11:4<337::aid-aoc591>3.0.co;2-b

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✦ Synopsis

The readily available aminomethylsilanes can be utilized to prepare the less available ␣alkyl-␣-aminosilanes. Versatile t-butoxycarbonyl (Boc) derivatives can be metalated between nitrogen and silicon, and then alkylated by an electrophile at this position. Two alternative procedures were also developed, including an aza-reverse-Brook rearrangement of metalated N-silylcarbamates and hydrosilylation of N-alkenylcarbamates.

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