Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid.
Bicyclic lactams derived from pyroglutamic acid provide a useful scaffold for synthesis of conformationally restricted analogues of lysine, ornithine and glutamine, as well as an Ala-Ala dipeptide analogue. Amino alcohol and carboxylic acid derivatives are accessible from a common intermediate. In t...
Main Authors: | , , , |
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Format: | Journal article |
Language: | English |
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2005
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_version_ | 1797058957170180096 |
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author | Bentz, E Goswami, R Moloney, M Westaway, S |
author_facet | Bentz, E Goswami, R Moloney, M Westaway, S |
author_sort | Bentz, E |
collection | OXFORD |
description | Bicyclic lactams derived from pyroglutamic acid provide a useful scaffold for synthesis of conformationally restricted analogues of lysine, ornithine and glutamine, as well as an Ala-Ala dipeptide analogue. Amino alcohol and carboxylic acid derivatives are accessible from a common intermediate. In this strategy, the bicyclic lactam system not only controls, but also facilitates the determination of the stereochemistry of the synthetic intermediates. |
first_indexed | 2024-03-06T19:57:24Z |
format | Journal article |
id | oxford-uuid:2617d893-fbc8-454e-bd52-2206b64e1cf1 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-06T19:57:24Z |
publishDate | 2005 |
record_format | dspace |
spelling | oxford-uuid:2617d893-fbc8-454e-bd52-2206b64e1cf12022-03-26T11:59:02ZStereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:2617d893-fbc8-454e-bd52-2206b64e1cf1EnglishSymplectic Elements at Oxford2005Bentz, EGoswami, RMoloney, MWestaway, SBicyclic lactams derived from pyroglutamic acid provide a useful scaffold for synthesis of conformationally restricted analogues of lysine, ornithine and glutamine, as well as an Ala-Ala dipeptide analogue. Amino alcohol and carboxylic acid derivatives are accessible from a common intermediate. In this strategy, the bicyclic lactam system not only controls, but also facilitates the determination of the stereochemistry of the synthetic intermediates. |
spellingShingle | Bentz, E Goswami, R Moloney, M Westaway, S Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid. |
title | Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid. |
title_full | Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid. |
title_fullStr | Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid. |
title_full_unstemmed | Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid. |
title_short | Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid. |
title_sort | stereoselective synthesis of conformationally constrained omega amino acid analogues from pyroglutamic acid |
work_keys_str_mv | AT bentze stereoselectivesynthesisofconformationallyconstrainedomegaaminoacidanaloguesfrompyroglutamicacid AT goswamir stereoselectivesynthesisofconformationallyconstrainedomegaaminoacidanaloguesfrompyroglutamicacid AT moloneym stereoselectivesynthesisofconformationallyconstrainedomegaaminoacidanaloguesfrompyroglutamicacid AT westaways stereoselectivesynthesisofconformationallyconstrainedomegaaminoacidanaloguesfrompyroglutamicacid |