Title of article
The use of the aza-Diels–Alder reaction in the synthesis of pinidine and other piperidine alkaloids
Author/Authors
Bailey، نويسنده , , Patrick J and Smith، نويسنده , , Peter D and Morgan، نويسنده , , Keith M and Rosair، نويسنده , , Georgina M، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
4
From page
1071
To page
1074
Abstract
The imine Ph2CHNCHCO2Et, generated from benzhydrylamine and ethyl glyoxylate, provides a Diels–Alder adduct with 1,3-pentadiene from which a range of cis-2,6-disubstituted piperidines can be accessed; the benzhydryl group confers high diastereocontrol for derivatising the six-membered ring, allowing access to 2,5,6-trisubstituted piperidines, and to 2,6-disubstituted piperidines such as pinidine.
Keywords
Alkaloids , piperidines , Diels–Alder reaction
Journal title
Tetrahedron Letters
Serial Year
2002
Journal title
Tetrahedron Letters
Record number
1649762
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