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...
Asıl Yazarlar: | , , , |
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Materyal Türü: | Journal article |
Dil: | English |
Baskı/Yayın Bilgisi: |
2006
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_version_ | 1826293439482822656 |
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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. |
first_indexed | 2024-03-07T03:30:07Z |
format | Journal article |
id | oxford-uuid:ba6b114c-2f82-4792-a91e-7f26ed0c0ada |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-07T03:30:07Z |
publishDate | 2006 |
record_format | dspace |
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 |