Stereoselective synthesis of pyrrolidines: catalytic oxidative cyclizations mediated by osmium.

(Chemical Equation Presented) A new pathway for oxidative cyclization : N-protected α-amino alcohols with distal alkene units cyclize with complete stereoselectivity and stereospecificity to cispyrrolidines, dependent on the substitution pattern of the starting material. In addition to providing nit...

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Asıl Yazarlar: Donohoe, T, Churchill, G, Wheelhouse, K, Glossop, P
Materyal Türü: Journal article
Dil:English
Baskı/Yayın Bilgisi: 2006
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author Donohoe, T
Churchill, G
Wheelhouse, K
Glossop, P
author_facet Donohoe, T
Churchill, G
Wheelhouse, K
Glossop, P
author_sort Donohoe, T
collection OXFORD
description (Chemical Equation Presented) A new pathway for oxidative cyclization : N-protected α-amino alcohols with distal alkene units cyclize with complete stereoselectivity and stereospecificity to cispyrrolidines, dependent on the substitution pattern of the starting material. In addition to providing nitrogen- and oxygen-containing heterocycles in good to excellent yields, the catalyst loadings can be reduced to just 0.2 mol% osmium. TMO = Me 3NO, TFA = trifluoroacetic acid, Ts = toluene-4-sulfonyl. © 2006 Wiley-VCH Verlag GmbH and Co. KGaA.
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institution University of Oxford
language English
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spelling oxford-uuid:ba6b114c-2f82-4792-a91e-7f26ed0c0ada2022-03-27T05:09:49ZStereoselective synthesis of pyrrolidines: catalytic oxidative cyclizations mediated by osmium.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:ba6b114c-2f82-4792-a91e-7f26ed0c0adaEnglishSymplectic Elements at Oxford2006Donohoe, TChurchill, GWheelhouse, KGlossop, P(Chemical Equation Presented) A new pathway for oxidative cyclization : N-protected α-amino alcohols with distal alkene units cyclize with complete stereoselectivity and stereospecificity to cispyrrolidines, dependent on the substitution pattern of the starting material. In addition to providing nitrogen- and oxygen-containing heterocycles in good to excellent yields, the catalyst loadings can be reduced to just 0.2 mol% osmium. TMO = Me 3NO, TFA = trifluoroacetic acid, Ts = toluene-4-sulfonyl. © 2006 Wiley-VCH Verlag GmbH and Co. KGaA.
spellingShingle Donohoe, T
Churchill, G
Wheelhouse, K
Glossop, P
Stereoselective synthesis of pyrrolidines: catalytic oxidative cyclizations mediated by osmium.
title Stereoselective synthesis of pyrrolidines: catalytic oxidative cyclizations mediated by osmium.
title_full Stereoselective synthesis of pyrrolidines: catalytic oxidative cyclizations mediated by osmium.
title_fullStr Stereoselective synthesis of pyrrolidines: catalytic oxidative cyclizations mediated by osmium.
title_full_unstemmed Stereoselective synthesis of pyrrolidines: catalytic oxidative cyclizations mediated by osmium.
title_short Stereoselective synthesis of pyrrolidines: catalytic oxidative cyclizations mediated by osmium.
title_sort stereoselective synthesis of pyrrolidines catalytic oxidative cyclizations mediated by osmium
work_keys_str_mv AT donohoet stereoselectivesynthesisofpyrrolidinescatalyticoxidativecyclizationsmediatedbyosmium
AT churchillg stereoselectivesynthesisofpyrrolidinescatalyticoxidativecyclizationsmediatedbyosmium
AT wheelhousek stereoselectivesynthesisofpyrrolidinescatalyticoxidativecyclizationsmediatedbyosmium
AT glossopp stereoselectivesynthesisofpyrrolidinescatalyticoxidativecyclizationsmediatedbyosmium