Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines
25, 3R, 4S- and 25, 38, 4R-epoxy-L-prolines were synthesised from trans- 4-hydroxy-L-proline. Assignment of the stereochemical configurations of the epoxy prolines was achieved by n.O.e. studies and chemical correlation. The synthetic utility of the protected epoxides was investigated briefly by rin...
Main Authors: | , , , , |
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Format: | Journal article |
Language: | English |
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1998
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author | Robinson, J Lee, V Claridge, T Baldwin, J Schofield, C |
author_facet | Robinson, J Lee, V Claridge, T Baldwin, J Schofield, C |
author_sort | Robinson, J |
collection | OXFORD |
description | 25, 3R, 4S- and 25, 38, 4R-epoxy-L-prolines were synthesised from trans- 4-hydroxy-L-proline. Assignment of the stereochemical configurations of the epoxy prolines was achieved by n.O.e. studies and chemical correlation. The synthetic utility of the protected epoxides was investigated briefly by ring opening with NAN 3, followed by deprotection to give aminohydroxy prolines. |
first_indexed | 2024-03-06T22:07:43Z |
format | Journal article |
id | oxford-uuid:50bb14c5-5599-40a9-96a4-5d8bcfb33793 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-06T22:07:43Z |
publishDate | 1998 |
record_format | dspace |
spelling | oxford-uuid:50bb14c5-5599-40a9-96a4-5d8bcfb337932022-03-26T16:15:15ZSynthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolinesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:50bb14c5-5599-40a9-96a4-5d8bcfb33793EnglishSymplectic Elements at Oxford1998Robinson, JLee, VClaridge, TBaldwin, JSchofield, C25, 3R, 4S- and 25, 38, 4R-epoxy-L-prolines were synthesised from trans- 4-hydroxy-L-proline. Assignment of the stereochemical configurations of the epoxy prolines was achieved by n.O.e. studies and chemical correlation. The synthetic utility of the protected epoxides was investigated briefly by ring opening with NAN 3, followed by deprotection to give aminohydroxy prolines. |
spellingShingle | Robinson, J Lee, V Claridge, T Baldwin, J Schofield, C Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines |
title | Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines |
title_full | Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines |
title_fullStr | Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines |
title_full_unstemmed | Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines |
title_short | Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines |
title_sort | synthesis of 2s 3r 4s 2s 3s 4r epoxyprolines and aminohydroxyprolines |
work_keys_str_mv | AT robinsonj synthesisof2s3r4s2s3s4repoxyprolinesandaminohydroxyprolines AT leev synthesisof2s3r4s2s3s4repoxyprolinesandaminohydroxyprolines AT claridget synthesisof2s3r4s2s3s4repoxyprolinesandaminohydroxyprolines AT baldwinj synthesisof2s3r4s2s3s4repoxyprolinesandaminohydroxyprolines AT schofieldc synthesisof2s3r4s2s3s4repoxyprolinesandaminohydroxyprolines |