Asymmetric Syntheses of (2S,3S,6S)-, (2S,3S,6R)-, and (2R,3R,6S)-2,3-Methano-2,6-diaminopimelic Acids. Studies Directed to the Design of Novel Substrate-based Inhibitors of L,L-Diaminopimelate Epimerase
The asymmetric syntheses ot (2S,3S,6S)-, (2S,3S,6R)-, and (2R,3R,6S)-2,3-methano-2,6-diaminopimelic acids (7a-c) is described. The synthesis features phosphonate coupling of 13 and 14 to form the corresponding E-olefins which are subsequently cyclopropanated and deprotected under dissolving metal co...
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Published in | Tetrahedron Vol. 52; no. 4; pp. 1149 - 1164 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
OXFORD
Elsevier Ltd
1996
Elsevier |
Subjects | |
Online Access | Get full text |
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Summary: | The asymmetric syntheses ot (2S,3S,6S)-, (2S,3S,6R)-, and (2R,3R,6S)-2,3-methano-2,6-diaminopimelic acids (7a-c) is described. The synthesis features phosphonate coupling of
13 and
14 to form the corresponding E-olefins which are subsequently cyclopropanated and deprotected under dissolving metal conditions.
The asymmetric syntheses of (2S,3S,6S)-, (2S,3S,6R)-, and (2R,3R,6S -2,3-methano-2 6-diaminopimelic acids is described. |
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ISSN: | 0040-4020 1464-5416 |
DOI: | 10.1016/0040-4020(95)00976-0 |