The Library
Synthesis and asymmetric hydrogenation of (3E)-1-benzyl-3-[(2-oxopyridin-1(2H)-yl)methylidene]piperidine-2,6-dione
Tools
Bisset, Alexander A., Shiibashi, Akira, Desmond, Jasmine L., Dishington, Allan, Jones, Teyrnon, Clarkson, Guy J., Ikariya, Takao and Wills, Martin (2012) Synthesis and asymmetric hydrogenation of (3E)-1-benzyl-3-[(2-oxopyridin-1(2H)-yl)methylidene]piperidine-2,6-dione. Chemical Communications, 48 (98). pp. 11978-11980. doi:10.1039/c2cc36807b ISSN 1359-7345.
|
PDF
WRAP_9574780-ch-280915-cc-com-09_-2-12-036807_corrected_101012.pdf - Accepted Version - Requires a PDF viewer. Download (825Kb) | Preview |
Official URL: http://dx.doi.org/10.1039/C2CC36807B
Abstract
The synthesis of (3E)-1-benzyl-3-[(2-oxopyridin-1(2H)-yl)methylidene]piperidine-2,6-dione 4 from N-benzylglutarimide was achieved in three steps. The asymmetric hydrogenation of 4 gave either the product of partial reduction (10) or full reduction (13), depending on the catalyst which was employed, in high ee in each case. Attempts at asymmetric transfer hydrogenation (ATH) of 4 resulted in formation of a racemic product.
Item Type: | Journal Article | ||||
---|---|---|---|---|---|
Subjects: | Q Science > QD Chemistry | ||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||
Library of Congress Subject Headings (LCSH): | Hydrogenation, Inorganic compounds -- Synthesis | ||||
Journal or Publication Title: | Chemical Communications | ||||
Publisher: | Royal Society of Chemistry | ||||
ISSN: | 1359-7345 | ||||
Official Date: | 2012 | ||||
Dates: |
|
||||
Volume: | 48 | ||||
Number: | 98 | ||||
Number of Pages: | 3 | ||||
Page Range: | pp. 11978-11980 | ||||
DOI: | 10.1039/c2cc36807b | ||||
Status: | Peer Reviewed | ||||
Publication Status: | Published | ||||
Access rights to Published version: | Restricted or Subscription Access | ||||
Date of first compliant deposit: | 24 December 2015 | ||||
Date of first compliant Open Access: | 24 December 2015 | ||||
Funder: | Engineering and Physical Sciences Research Council (EPSRC), AstraZeneca (Firm), Birmingham Science City, Advantage West Midlands (AWM), European Regional Development Fund (ERDF) |
Request changes or add full text files to a record
Repository staff actions (login required)
View Item |
Downloads
Downloads per month over past year