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Asymmetric synthesis of (-)-codonopsinine

Abstract:
The asymmetric synthesis of (-)-codonopsinine was achieved in 7 steps (from commercially available tert-butyl crotonate) in 5% overall yield and >99:1 dr. The key step in this synthesis involved ring-closing iodoamination of a functionalised homoallylic amine, which occurred with concomitant N-debenzylation, to give a 3-iodopyrrolidine that was elaborated to (-)-codonopsinine. © 2011 Elsevier Ltd. All rights reserved.
Publication status:
Published

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
TETRAHEDRON LETTERS More from this journal
Volume:
52
Issue:
48
Pages:
6477-6480
Publication date:
2011-11-30
DOI:
EISSN:
1873-3581
ISSN:
0040-4039
Language:
English
Keywords:
Pubs id:
pubs:192965
UUID:
uuid:b678fd49-d083-44fb-8435-4c0d017b7627
Local pid:
pubs:192965
Source identifiers:
192965
Deposit date:
2012-12-19

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