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HERO ID
7442826
Reference Type
Journal Article
Title
Asymmetric synthesis of octahydro-2H-pyrido[1,2-a]-pyrazines
Author(s)
Froelich, O; Cossart, F; Bonin, M; Quirion, JC; Husson, HP
Year
1999
Is Peer Reviewed?
Yes
Journal
Heterocycles
ISSN:
0385-5414
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Location
OXFORD
Volume
51
Issue
9
Page Numbers
2065-2072
Language
English
DOI
10.3987/COM-99-8544
Web of Science Id
WOS:000083203500004
URL
http://www.heterocycles.jp/library/abstract.php?doi=07448
Exit
Abstract
A series of optically pure octahydro-2H-pyrido[1,2-a]pyrazines has been prepared from (-)-2-cyano-6-phenyloxazolopiperidine (4). 2H-Pyrido[1,2-a]pyrazin-3-(4H)-one (7)and octahydro-2H-pyrido[1,2-a]pyrazine (14) were obtained from diamino alcohol (5) by cyclization of bromo- or chloroamides (6) and (10). (4R, 9aS)-1,1,4-Triphenyloctahydro-2H-pyrido[1,2-a]pyrazine (16) was synthesized by cyclization of amino alcohol (15c). The formation of cyclic urea (8aS)-diphenyl-3-oxooctahydroimidazo[1,5-a]pyridine (18) was observed during the hydrogenolysis of the corresponding carbamate (17).
Keywords
pyrazine derivative; article; chemical reaction; cyclization; mass spectrometry; synthesis
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