Asymmetric synthesis of a highly functionalized beta-amino acid: the key amino acid of sperabillins B and D
The asymmetric synthesis of the highly functionalized (3R,5R,6R)-3,6-diamino-5-hydroxyheptanoic acid, the key amino acid fragment of sperabillins B and D, was achieved by an asymmetric Michael addition of lithium (R)-(α-methylbenzyl)allylamide 10 to (E,E)-2,5-heptadienoate establishing the C-3 stere...
Autores principales: | , |
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Formato: | Journal article |
Lenguaje: | English |
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1999
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author | Davies, S Ichihara, O |
author_facet | Davies, S Ichihara, O |
author_sort | Davies, S |
collection | OXFORD |
description | The asymmetric synthesis of the highly functionalized (3R,5R,6R)-3,6-diamino-5-hydroxyheptanoic acid, the key amino acid fragment of sperabillins B and D, was achieved by an asymmetric Michael addition of lithium (R)-(α-methylbenzyl)allylamide 10 to (E,E)-2,5-heptadienoate establishing the C-3 stereogenic centre, the information from which was propagated to the C-5 and C-6 centres by a highly stereoselective iodocyclocarbamation reaction. |
first_indexed | 2024-03-06T19:51:35Z |
format | Journal article |
id | oxford-uuid:2425d624-7cec-4548-84b5-30c2d6fe9e4c |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-06T19:51:35Z |
publishDate | 1999 |
record_format | dspace |
spelling | oxford-uuid:2425d624-7cec-4548-84b5-30c2d6fe9e4c2022-03-26T11:48:22ZAsymmetric synthesis of a highly functionalized beta-amino acid: the key amino acid of sperabillins B and DJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:2425d624-7cec-4548-84b5-30c2d6fe9e4cEnglishSymplectic Elements at Oxford1999Davies, SIchihara, OThe asymmetric synthesis of the highly functionalized (3R,5R,6R)-3,6-diamino-5-hydroxyheptanoic acid, the key amino acid fragment of sperabillins B and D, was achieved by an asymmetric Michael addition of lithium (R)-(α-methylbenzyl)allylamide 10 to (E,E)-2,5-heptadienoate establishing the C-3 stereogenic centre, the information from which was propagated to the C-5 and C-6 centres by a highly stereoselective iodocyclocarbamation reaction. |
spellingShingle | Davies, S Ichihara, O Asymmetric synthesis of a highly functionalized beta-amino acid: the key amino acid of sperabillins B and D |
title | Asymmetric synthesis of a highly functionalized beta-amino acid: the key amino acid of sperabillins B and D |
title_full | Asymmetric synthesis of a highly functionalized beta-amino acid: the key amino acid of sperabillins B and D |
title_fullStr | Asymmetric synthesis of a highly functionalized beta-amino acid: the key amino acid of sperabillins B and D |
title_full_unstemmed | Asymmetric synthesis of a highly functionalized beta-amino acid: the key amino acid of sperabillins B and D |
title_short | Asymmetric synthesis of a highly functionalized beta-amino acid: the key amino acid of sperabillins B and D |
title_sort | asymmetric synthesis of a highly functionalized beta amino acid the key amino acid of sperabillins b and d |
work_keys_str_mv | AT daviess asymmetricsynthesisofahighlyfunctionalizedbetaaminoacidthekeyaminoacidofsperabillinsbandd AT ichiharao asymmetricsynthesisofahighlyfunctionalizedbetaaminoacidthekeyaminoacidofsperabillinsbandd |