Generation and Electrophile Trapping of N‑Boc-2-lithio-2-azetine: Synthesis of 2‑Substituted 2‑Azetines

s-BuLi-induced α-lithiation–elimination of LiOMe from N-Boc-3-methoxyazetidine and further in situ α-lithiation generates N-Boc-2-lithio-2-azetine which can be trapped with electrophiles, either directly (carbonyl or heteroatom electrophiles) or after transmetalation to copper (allowing allylations...

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Veröffentlicht in:	Organic letters 2014-02, Vol.16 (3), p.856-859
Hauptverfasser:	Hodgson, David M, Pearson, Christopher I, Kazmi, Madiha
Format:	Artikel
Sprache:	eng
Schlagworte:	allylation Azetines - chemical synthesis Azetines - chemistry chemical structure copper Copper - chemistry Letter Lewis acids Lithium - chemistry Molecular Structure organic compounds Organometallic Compounds - chemical synthesis Organometallic Compounds - chemistry Stereoisomerism
Online-Zugang:	Volltext
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