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Enantioselective synthesis of (+)-(2 S,4 S,6 S)-1-ethoxycarbonyl-6-hydroxymethyl-4-methylpipecolate
Graphic The enantioselective synthesis of (+)-(2 S,4 S,6 S)-1-ethoxycarbonyl-6-hydroxymethyl-4-methylpipecolamide 16 is described. The absolute configuration of stereocenters introduced in (+)- 16 was assigned on the basis of 1H NMR data. The results extend the chirality transfer with complete contr...
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Published in: | Tetrahedron: asymmetry 2004-02, Vol.15 (4), p.693-697 |
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Main Authors: | , , , |
Format: | Article |
Language: | English |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | Graphic
The enantioselective synthesis of (+)-(2
S,4
S,6
S)-1-ethoxycarbonyl-6-hydroxymethyl-4-methylpipecolamide
16
is described. The absolute configuration of stereocenters introduced in
(+)-
16
was assigned on the basis of
1H NMR data. The results extend the chirality transfer with complete control of stereoselectivity from the sulfinyl group to the 4-position and, hence, to the 6- and 2-positions of the piperidine ring via asymmetric induction. |
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ISSN: | 0957-4166 1362-511X |
DOI: | 10.1016/j.tetasy.2003.11.035 |