Asymmetric synthesis of terminal N-tert-butylsulfinyl aziridines from organoceriums and an alpha-chloroimine.

Addition of N-(2-chloroethylidene)- tert-butylsulfinamide to organocerium reagents in DMPU/THF (1:10) at -78 degrees C followed by warming to 25 degrees C provides terminal N-tert-butylsulfinyl aziridines in good yields (63-92%, nine examples) and diastereomeric ratios (85:15- >99:1).

Bibliographic Details
Main Authors: Hodgson, D, Kloesges, J, Evans, B
Format: Journal article
Language:English
Published: 2008
_version_ 1797089080707645440
author Hodgson, D
Kloesges, J
Evans, B
author_facet Hodgson, D
Kloesges, J
Evans, B
author_sort Hodgson, D
collection OXFORD
description Addition of N-(2-chloroethylidene)- tert-butylsulfinamide to organocerium reagents in DMPU/THF (1:10) at -78 degrees C followed by warming to 25 degrees C provides terminal N-tert-butylsulfinyl aziridines in good yields (63-92%, nine examples) and diastereomeric ratios (85:15- >99:1).
first_indexed 2024-03-07T02:59:21Z
format Journal article
id oxford-uuid:b069ff54-fbec-4d46-a944-c64c37c38591
institution University of Oxford
language English
last_indexed 2024-03-07T02:59:21Z
publishDate 2008
record_format dspace
spelling oxford-uuid:b069ff54-fbec-4d46-a944-c64c37c385912022-03-27T03:56:19ZAsymmetric synthesis of terminal N-tert-butylsulfinyl aziridines from organoceriums and an alpha-chloroimine.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:b069ff54-fbec-4d46-a944-c64c37c38591EnglishSymplectic Elements at Oxford2008Hodgson, DKloesges, JEvans, BAddition of N-(2-chloroethylidene)- tert-butylsulfinamide to organocerium reagents in DMPU/THF (1:10) at -78 degrees C followed by warming to 25 degrees C provides terminal N-tert-butylsulfinyl aziridines in good yields (63-92%, nine examples) and diastereomeric ratios (85:15- >99:1).
spellingShingle Hodgson, D
Kloesges, J
Evans, B
Asymmetric synthesis of terminal N-tert-butylsulfinyl aziridines from organoceriums and an alpha-chloroimine.
title Asymmetric synthesis of terminal N-tert-butylsulfinyl aziridines from organoceriums and an alpha-chloroimine.
title_full Asymmetric synthesis of terminal N-tert-butylsulfinyl aziridines from organoceriums and an alpha-chloroimine.
title_fullStr Asymmetric synthesis of terminal N-tert-butylsulfinyl aziridines from organoceriums and an alpha-chloroimine.
title_full_unstemmed Asymmetric synthesis of terminal N-tert-butylsulfinyl aziridines from organoceriums and an alpha-chloroimine.
title_short Asymmetric synthesis of terminal N-tert-butylsulfinyl aziridines from organoceriums and an alpha-chloroimine.
title_sort asymmetric synthesis of terminal n tert butylsulfinyl aziridines from organoceriums and an alpha chloroimine
work_keys_str_mv AT hodgsond asymmetricsynthesisofterminalntertbutylsulfinylaziridinesfromorganoceriumsandanalphachloroimine
AT kloesgesj asymmetricsynthesisofterminalntertbutylsulfinylaziridinesfromorganoceriumsandanalphachloroimine
AT evansb asymmetricsynthesisofterminalntertbutylsulfinylaziridinesfromorganoceriumsandanalphachloroimine