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...

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Main Authors: Robinson, J, Lee, V, Claridge, T, Baldwin, J, Schofield, C
Format: Journal article
Language:English
Published: 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.
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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