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Dimerization and isomerization reactions of alpha-lithiated terminal aziridines.

Abstract:

The scope of dimerization and isomerization reactions of alpha-lithiated terminal aziridines is detailed. Regio- and stereoselective deprotonation of simple terminal aziridines with lithium 2,2,6,6-tetramethylpiperidide (LTMP) or lithium dicyclohexylamide (LiNCy2) generates trans-alpha-lithiated terminal aziridines. These latter species can then undergo dimerization or isomerization reactions depending on the nature of the N-protecting group. alpha-Lithiated terminal aziridines bearing N-alko...

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Publication status:
Published

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Publisher copy:
10.1021/jo701901t

Authors


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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Humphreys, PG More by this author
Brierley, CA More by this author
Journal:
The Journal of organic chemistry
Volume:
72
Issue:
26
Pages:
10009-10021
Publication date:
2007-12-05
DOI:
EISSN:
1520-6904
ISSN:
0022-3263
URN:
uuid:6fb56a45-9b7c-4729-a3e4-568b8f029296
Source identifiers:
34050
Local pid:
pubs:34050

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