- Abstract:
- 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 and propargylations), providing a concise access to 2-substituted 2-azetines.
- Publication status:
- Published
- Publisher copy:
- 10.1021/ol403626k
-
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- Journal:
- Organic letters
- Volume:
- 16
- Issue:
- 3
- Pages:
- 856-859
- Publication date:
- 2014-02-05
- DOI:
- EISSN:
-
1523-7052
- ISSN:
-
1523-7060
- URN:
-
uuid:11d917af-6dec-4931-8ddd-a6b9515619d1
- Source identifiers:
-
446606
- Local pid:
- pubs:446606
- Language:
- English
- Keywords:
- Copyright date:
- 2014
Journal article
Generation and electrophile trapping of N-Boc-2-lithio-2-azetine: synthesis of 2-substituted 2-azetines.
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