Ammonium-directed dihydroxylation: metal-free synthesis of the diastereoisomers of 3-aminocyclohexane-1,2-diol.

The ammonium-directed, metal-free oxidation of 3-(N,N-dibenzylamino)cyclohex-1-ene with mCPBA in the presence of either trichloroacetic acid or tosic acid has been used as the key step to facilitate the synthesis of all the diastereoisomers of 3-aminocyclohexane-1,2-diol, in >98% de in each c...

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Main Authors: Aciro, C, Davies, S, Roberts, P, Russell, A, Smith, A, Thomson, J
Format: Journal article
Language:English
Published: 2008
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author Aciro, C
Davies, S
Roberts, P
Russell, A
Smith, A
Thomson, J
author_facet Aciro, C
Davies, S
Roberts, P
Russell, A
Smith, A
Thomson, J
author_sort Aciro, C
collection OXFORD
description The ammonium-directed, metal-free oxidation of 3-(N,N-dibenzylamino)cyclohex-1-ene with mCPBA in the presence of either trichloroacetic acid or tosic acid has been used as the key step to facilitate the synthesis of all the diastereoisomers of 3-aminocyclohexane-1,2-diol, in >98% de in each case.
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spelling oxford-uuid:d6f56f3e-191e-441f-b649-a733081105432022-03-27T08:37:26ZAmmonium-directed dihydroxylation: metal-free synthesis of the diastereoisomers of 3-aminocyclohexane-1,2-diol.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:d6f56f3e-191e-441f-b649-a73308110543EnglishSymplectic Elements at Oxford2008Aciro, CDavies, SRoberts, PRussell, ASmith, AThomson, JThe ammonium-directed, metal-free oxidation of 3-(N,N-dibenzylamino)cyclohex-1-ene with mCPBA in the presence of either trichloroacetic acid or tosic acid has been used as the key step to facilitate the synthesis of all the diastereoisomers of 3-aminocyclohexane-1,2-diol, in >98% de in each case.
spellingShingle Aciro, C
Davies, S
Roberts, P
Russell, A
Smith, A
Thomson, J
Ammonium-directed dihydroxylation: metal-free synthesis of the diastereoisomers of 3-aminocyclohexane-1,2-diol.
title Ammonium-directed dihydroxylation: metal-free synthesis of the diastereoisomers of 3-aminocyclohexane-1,2-diol.
title_full Ammonium-directed dihydroxylation: metal-free synthesis of the diastereoisomers of 3-aminocyclohexane-1,2-diol.
title_fullStr Ammonium-directed dihydroxylation: metal-free synthesis of the diastereoisomers of 3-aminocyclohexane-1,2-diol.
title_full_unstemmed Ammonium-directed dihydroxylation: metal-free synthesis of the diastereoisomers of 3-aminocyclohexane-1,2-diol.
title_short Ammonium-directed dihydroxylation: metal-free synthesis of the diastereoisomers of 3-aminocyclohexane-1,2-diol.
title_sort ammonium directed dihydroxylation metal free synthesis of the diastereoisomers of 3 aminocyclohexane 1 2 diol
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