Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA.

The oxidation of a range of cyclic allylic alcohols and amides with OsO4/TMEDA is presented. Under these conditions, hydrogen bonding control leads to the (contrasteric) formation of the syn isomer in almost every example that was examined. Evidence for the bidentate binding of TMEDA to OsO4 is pres...

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Váldodahkkit: Donohoe, T, Blades, K, Moore, P, Waring, M, Winter, J, Helliwell, M, Newcombe, N, Stemp, G
Materiálatiipa: Journal article
Giella:English
Almmustuhtton: 2002
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author Donohoe, T
Blades, K
Moore, P
Waring, M
Winter, J
Helliwell, M
Newcombe, N
Stemp, G
author_facet Donohoe, T
Blades, K
Moore, P
Waring, M
Winter, J
Helliwell, M
Newcombe, N
Stemp, G
author_sort Donohoe, T
collection OXFORD
description The oxidation of a range of cyclic allylic alcohols and amides with OsO4/TMEDA is presented. Under these conditions, hydrogen bonding control leads to the (contrasteric) formation of the syn isomer in almost every example that was examined. Evidence for the bidentate binding of TMEDA to OsO4 is presented and a plausible mechanism described.
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spelling oxford-uuid:97475e7c-f91f-4c24-85b2-fa470c24f60b2022-03-26T23:58:30ZDirected dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:97475e7c-f91f-4c24-85b2-fa470c24f60bEnglishSymplectic Elements at Oxford2002Donohoe, TBlades, KMoore, PWaring, MWinter, JHelliwell, MNewcombe, NStemp, GThe oxidation of a range of cyclic allylic alcohols and amides with OsO4/TMEDA is presented. Under these conditions, hydrogen bonding control leads to the (contrasteric) formation of the syn isomer in almost every example that was examined. Evidence for the bidentate binding of TMEDA to OsO4 is presented and a plausible mechanism described.
spellingShingle Donohoe, T
Blades, K
Moore, P
Waring, M
Winter, J
Helliwell, M
Newcombe, N
Stemp, G
Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA.
title Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA.
title_full Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA.
title_fullStr Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA.
title_full_unstemmed Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA.
title_short Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA.
title_sort directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using oso4 tmeda
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