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...
| Main Authors: | , , |
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| Format: | Journal article |
| Language: | English |
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2014
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| _version_ | 1826259828061765632 |
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| author | Hodgson, D Pearson, C Kazmi, M |
| author_facet | Hodgson, D Pearson, C Kazmi, M |
| author_sort | Hodgson, D |
| collection | OXFORD |
| description | 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. |
| first_indexed | 2024-03-06T18:55:57Z |
| format | Journal article |
| id | oxford-uuid:11d917af-6dec-4931-8ddd-a6b9515619d1 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T18:55:57Z |
| publishDate | 2014 |
| record_format | dspace |
| spelling | oxford-uuid:11d917af-6dec-4931-8ddd-a6b9515619d12022-03-26T10:04:30ZGeneration and electrophile trapping of N-Boc-2-lithio-2-azetine: synthesis of 2-substituted 2-azetines.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:11d917af-6dec-4931-8ddd-a6b9515619d1EnglishSymplectic Elements at Oxford2014Hodgson, DPearson, CKazmi, Ms-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. |
| spellingShingle | Hodgson, D Pearson, C Kazmi, M Generation and electrophile trapping of N-Boc-2-lithio-2-azetine: synthesis of 2-substituted 2-azetines. |
| title | Generation and electrophile trapping of N-Boc-2-lithio-2-azetine: synthesis of 2-substituted 2-azetines. |
| title_full | Generation and electrophile trapping of N-Boc-2-lithio-2-azetine: synthesis of 2-substituted 2-azetines. |
| title_fullStr | Generation and electrophile trapping of N-Boc-2-lithio-2-azetine: synthesis of 2-substituted 2-azetines. |
| title_full_unstemmed | Generation and electrophile trapping of N-Boc-2-lithio-2-azetine: synthesis of 2-substituted 2-azetines. |
| title_short | Generation and electrophile trapping of N-Boc-2-lithio-2-azetine: synthesis of 2-substituted 2-azetines. |
| title_sort | generation and electrophile trapping of n boc 2 lithio 2 azetine synthesis of 2 substituted 2 azetines |
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