Affiliation:
1. Department Chemie Ludwig-Maximilians-Universität München Butenandtstrasse 5–13, Haus F 81377 München Germany
2. The Institute for Advanced Studies (IAS) College of Chemistry and Molecular Sciences Wuhan University 430072 Wuhan Hubei P. R. China
Abstract
AbstractWe reported a new electrophilic amination of various primary, secondary and tertiary alkyl, benzylic, allylic zinc and magnesium organometallics withO‐2,4,6‐trimethylbenzoyl hydroxylamines (O‐TBHAs) in 52–99 % yield. These O‐TBHAs displayed an excellent long‐term stability and were readily prepared from various highly functionalized secondary amines via a convenient 3 step procedure. The amination reactions showed remarkable chemoselectivity proceeding without any transition‐metal catalyst and were usually complete after 1–3 h reaction time at 25 °C. Furthermore, this electrophilic amination also provided access to enantioenriched tertiary amines (up to 88 %ee) by using optically enriched secondary alkylmagnesium reagents of the types‐AlkylMgCH2SiMe3.
Funder
Deutsche Forschungsgemeinschaft
Ludwig-Maximilians-Universität München
Subject
General Chemistry,Catalysis
Cited by
1 articles.
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