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A simple one-pot organometallic formylation/trapping sequence using N-formylcarbazole

Abstract:
Treatment of a range of sp3-, sp2- and sp-nucleophiles with N-formyl carbazole leads to the formation of the metastable anionic carbazole carbinols. In the presence of a second nucleophilic reagent such as phosphonoacetate or an organolithium, these collapse on warming to the aldehyde which is trapped in situ to afford the α,β-unsaturated esters or secondary carbinols respectively.
Publication status:
Published

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Publisher copy:
10.1055/s-2004-822896

Authors


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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
SYNLETT More from this journal
Issue:
6
Pages:
1092-1094
Publication date:
2004-05-06
DOI:
EISSN:
1437-2096
ISSN:
0936-5214
Language:
English
Keywords:
Pubs id:
pubs:52075
UUID:
uuid:a6be0bad-c1d5-407d-9e4c-375805ef4940
Local pid:
pubs:52075
Source identifiers:
52075
Deposit date:
2012-12-19

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