Enantioselective Synthesis of Substituted Piperidines by Addition of Aryl Grignard Reagents to Pyridine N-Oxides.
Hussain, Munawar ; Banchelin, Thomas Sainte-Luce ; Andersson, Hans ; Olsson, Roger LU
and Almqvist, Fredrik
(2012)
In Organic Letters
- Abstract
- The synthesis of optically active piperidines by enantioselective addition of aryl Grignard reagents to pyridine N-oxides and lithium binolate followed by reduction is reported for the first time. The reaction results in high yields (51-94%) in combination with good ee (54-80%). Some of these products were subsequently recrystallized, affording enhanced optical purities (>99% ee).
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/3347016
- author
- Hussain, Munawar
; Banchelin, Thomas Sainte-Luce
; Andersson, Hans
; Olsson, Roger
LU
and Almqvist, Fredrik
- organization
- publishing date
- 2012-12-20
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Organic Letters
- publisher
- The American Chemical Society (ACS)
- external identifiers
-
- wos:000313156400015
- pmid:23256529
- scopus:84874037155
- pmid:23256529
- ISSN
- 1523-7052
- DOI
- 10.1021/ol303085q
- language
- English
- LU publication?
- yes
- id
- 16a4ab6c-c0a8-445f-9b2a-436e1a983bfd (old id 3347016)
- alternative location
- http://www.ncbi.nlm.nih.gov/pubmed/23256529?dopt=Abstract
- date added to LUP
- 2016-04-04 08:54:39
- date last changed
- 2022-01-29 07:34:18
@article{16a4ab6c-c0a8-445f-9b2a-436e1a983bfd,
abstract = {{The synthesis of optically active piperidines by enantioselective addition of aryl Grignard reagents to pyridine N-oxides and lithium binolate followed by reduction is reported for the first time. The reaction results in high yields (51-94%) in combination with good ee (54-80%). Some of these products were subsequently recrystallized, affording enhanced optical purities (>99% ee).}},
author = {{Hussain, Munawar and Banchelin, Thomas Sainte-Luce and Andersson, Hans and Olsson, Roger and Almqvist, Fredrik}},
issn = {{1523-7052}},
language = {{eng}},
month = {{12}},
publisher = {{The American Chemical Society (ACS)}},
series = {{Organic Letters}},
title = {{Enantioselective Synthesis of Substituted Piperidines by Addition of Aryl Grignard Reagents to Pyridine N-Oxides.}},
url = {{http://dx.doi.org/10.1021/ol303085q}},
doi = {{10.1021/ol303085q}},
year = {{2012}},
}