Asymmetric synthesis of N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimer
The highly diastereoselective conjugate addition of lithium (S)-N-benzyl-N-(α-methylbenzyl)amide to a γ-silyloxy-α,β-unsaturated ester and in situ enolate oxidation with (+)-(camphorsulfonyl)oxaziridine has been used as the key step in the asymmetric synthesis of N,O,O,O-tetra-acetyl d-lyxo-phytosph...
Main Authors: | , , , , , , , , , |
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Format: | Journal article |
Language: | English |
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2007
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author | Abraham, E Candela-Lena, J Davies, S Georgiou, M Nicholson, R Roberts, P Russell, A Sanchez-Fernandez, E Smith, A Thomson, J |
author_facet | Abraham, E Candela-Lena, J Davies, S Georgiou, M Nicholson, R Roberts, P Russell, A Sanchez-Fernandez, E Smith, A Thomson, J |
author_sort | Abraham, E |
collection | OXFORD |
description | The highly diastereoselective conjugate addition of lithium (S)-N-benzyl-N-(α-methylbenzyl)amide to a γ-silyloxy-α,β-unsaturated ester and in situ enolate oxidation with (+)-(camphorsulfonyl)oxaziridine has been used as the key step in the asymmetric synthesis of N,O,O,O-tetra-acetyl d-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimer. © 2007 Elsevier Ltd. All rights reserved. |
first_indexed | 2024-03-06T20:15:51Z |
format | Journal article |
id | oxford-uuid:2c1ee0d2-9f95-4845-a819-81f2f305dd68 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-06T20:15:51Z |
publishDate | 2007 |
record_format | dspace |
spelling | oxford-uuid:2c1ee0d2-9f95-4845-a819-81f2f305dd682022-03-26T12:35:03ZAsymmetric synthesis of N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimerJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:2c1ee0d2-9f95-4845-a819-81f2f305dd68EnglishSymplectic Elements at Oxford2007Abraham, ECandela-Lena, JDavies, SGeorgiou, MNicholson, RRoberts, PRussell, ASanchez-Fernandez, ESmith, AThomson, JThe highly diastereoselective conjugate addition of lithium (S)-N-benzyl-N-(α-methylbenzyl)amide to a γ-silyloxy-α,β-unsaturated ester and in situ enolate oxidation with (+)-(camphorsulfonyl)oxaziridine has been used as the key step in the asymmetric synthesis of N,O,O,O-tetra-acetyl d-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimer. © 2007 Elsevier Ltd. All rights reserved. |
spellingShingle | Abraham, E Candela-Lena, J Davies, S Georgiou, M Nicholson, R Roberts, P Russell, A Sanchez-Fernandez, E Smith, A Thomson, J Asymmetric synthesis of N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimer |
title | Asymmetric synthesis of N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimer |
title_full | Asymmetric synthesis of N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimer |
title_fullStr | Asymmetric synthesis of N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimer |
title_full_unstemmed | Asymmetric synthesis of N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimer |
title_short | Asymmetric synthesis of N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimer |
title_sort | asymmetric synthesis of n o o o tetra acetyl d lyxo phytosphingosine jaspine b pachastrissamine and its c 2 epimer |
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