The regio- and stereoselective synthesis of trans-2,3-dihydropyridine n-oxides and piperidines
(2009) In Angewandte Chemie - International Edition 48(18). p.3288-3291- Abstract
Reactivity N - Own: Pyridine N-oxides can be used for the complete regio- and stereoselective synthesis of trans-substituted piperidines. The sequential addition of Grignard reagents and aldehydes or ketones to pyridine N-oxides yields a complete regio- and stereoselective trans 2,3- addition reaction in high yields, and the substituted 2,3-dihydropyridine N-oxide can be reduced to form 2,3-trans-substituted piperidines (see scheme).
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https://lup.lub.lu.se/record/53c0e0ef-29ce-402f-bf6b-795df0204bfc
- author
- Andersson, Hans ; Gustafsson, Magnus LU ; Boström, Dan ; Olsson, Roger LU and Almqvist, Fredrik
- publishing date
- 2009-04-20
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Angewandte Chemie - International Edition
- volume
- 48
- issue
- 18
- pages
- 3288 - 3291
- publisher
- John Wiley & Sons Inc.
- external identifiers
-
- scopus:70349913580
- pmid:19322871
- ISSN
- 1433-7851
- DOI
- 10.1002/anie.200900189
- language
- English
- LU publication?
- no
- id
- 53c0e0ef-29ce-402f-bf6b-795df0204bfc
- date added to LUP
- 2019-10-02 10:02:38
- date last changed
- 2024-04-16 21:12:04
@article{53c0e0ef-29ce-402f-bf6b-795df0204bfc, abstract = {{<p>Reactivity N - Own: Pyridine N-oxides can be used for the complete regio- and stereoselective synthesis of trans-substituted piperidines. The sequential addition of Grignard reagents and aldehydes or ketones to pyridine N-oxides yields a complete regio- and stereoselective trans 2,3- addition reaction in high yields, and the substituted 2,3-dihydropyridine N-oxide can be reduced to form 2,3-trans-substituted piperidines (see scheme).</p>}}, author = {{Andersson, Hans and Gustafsson, Magnus and Boström, Dan and Olsson, Roger and Almqvist, Fredrik}}, issn = {{1433-7851}}, language = {{eng}}, month = {{04}}, number = {{18}}, pages = {{3288--3291}}, publisher = {{John Wiley & Sons Inc.}}, series = {{Angewandte Chemie - International Edition}}, title = {{The regio- and stereoselective synthesis of trans-2,3-dihydropyridine n-oxides and piperidines}}, url = {{http://dx.doi.org/10.1002/anie.200900189}}, doi = {{10.1002/anie.200900189}}, volume = {{48}}, year = {{2009}}, }