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Synthesis of pyrrolidin-3-ones from dihydropyran precursors via spiro-N,O-acetals

Abstract:
2,2-Disubstituted pyrrolidin-3-ones are prepared in three steps from simple dihydropyran derivatives; the key spiro-N,O-acetal intermediate is a useful N-sulfonylketoiminium ion precursor. This route represents a formal synthesis of the indolizidine alkaloid core, with potential application to pyrrolizidines and quinolizidines. © 2009 Elsevier Ltd. All rights reserved.
Publication status:
Published

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Publisher copy:
10.1016/j.tetlet.2009.10.018

Authors


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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author


Journal:
TETRAHEDRON LETTERS More from this journal
Volume:
50
Issue:
51
Pages:
7141-7143
Publication date:
2009-12-23
DOI:
ISSN:
0040-4039


Language:
English
Pubs id:
pubs:55214
UUID:
uuid:e80cc649-4c62-44bf-9e75-49179522322f
Local pid:
pubs:55214
Source identifiers:
55214
Deposit date:
2012-12-19

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