Abstract
The asymmetric lithiation-trapping of six-membered N-Boc heterocycles using s-BuLi and two different Alexakis diamines is reported. These readily available ligands outperform the current ‘best-in-class’ sparteine-type diamines in the lithiation and benzophenone trapping of N-Boc piperazines and the lithiation-cyclisation-trapping of N-Boc-4-chloropiperidine. In situ IR spectroscopy has been used to optimise lithiation times and to discover previously unknown subtleties regarding the lithiation step.
Original language | English |
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Pages (from-to) | 1288-1303 |
Journal | Heterocycles |
Volume | 97 |
Issue number | 2 |
DOIs | |
Publication status | Published - 20 Jun 2018 |