Enantioselective Copper(I)-Phosphoramidite Catalyzed Addition of Alkylzirconium Species to Acyclic Enones

Catalytic asymmetric conjugate addition reactions of alkylzirconium species to acyclic enones are reported. The alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The reaction proceeds under mild and convenient conditions. A variety of functio...

Full description

Bibliographic Details
Main Authors: Roth, P, Fletcher, S
Format: Journal article
Language:English
Published: American Chemical Society 2015
_version_ 1797078029627817984
author Roth, P
Fletcher, S
author_facet Roth, P
Fletcher, S
author_sort Roth, P
collection OXFORD
description Catalytic asymmetric conjugate addition reactions of alkylzirconium species to acyclic enones are reported. The alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The reaction proceeds under mild and convenient conditions. A variety of functionalized nucleophiles can be used, and the method tolerates some variation in enone scope. The method uses a new chiral nonracemic phosphoramidite ligand in a complex with copper triflate.
first_indexed 2024-03-07T00:26:35Z
format Journal article
id oxford-uuid:7e591d5d-7826-4e19-81fc-c164e69502a0
institution University of Oxford
language English
last_indexed 2024-03-07T00:26:35Z
publishDate 2015
publisher American Chemical Society
record_format dspace
spelling oxford-uuid:7e591d5d-7826-4e19-81fc-c164e69502a02022-03-26T21:09:33ZEnantioselective Copper(I)-Phosphoramidite Catalyzed Addition of Alkylzirconium Species to Acyclic EnonesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:7e591d5d-7826-4e19-81fc-c164e69502a0EnglishORA DepositAmerican Chemical Society2015Roth, PFletcher, SCatalytic asymmetric conjugate addition reactions of alkylzirconium species to acyclic enones are reported. The alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The reaction proceeds under mild and convenient conditions. A variety of functionalized nucleophiles can be used, and the method tolerates some variation in enone scope. The method uses a new chiral nonracemic phosphoramidite ligand in a complex with copper triflate.
spellingShingle Roth, P
Fletcher, S
Enantioselective Copper(I)-Phosphoramidite Catalyzed Addition of Alkylzirconium Species to Acyclic Enones
title Enantioselective Copper(I)-Phosphoramidite Catalyzed Addition of Alkylzirconium Species to Acyclic Enones
title_full Enantioselective Copper(I)-Phosphoramidite Catalyzed Addition of Alkylzirconium Species to Acyclic Enones
title_fullStr Enantioselective Copper(I)-Phosphoramidite Catalyzed Addition of Alkylzirconium Species to Acyclic Enones
title_full_unstemmed Enantioselective Copper(I)-Phosphoramidite Catalyzed Addition of Alkylzirconium Species to Acyclic Enones
title_short Enantioselective Copper(I)-Phosphoramidite Catalyzed Addition of Alkylzirconium Species to Acyclic Enones
title_sort enantioselective copper i phosphoramidite catalyzed addition of alkylzirconium species to acyclic enones
work_keys_str_mv AT rothp enantioselectivecopperiphosphoramiditecatalyzedadditionofalkylzirconiumspeciestoacyclicenones
AT fletchers enantioselectivecopperiphosphoramiditecatalyzedadditionofalkylzirconiumspeciestoacyclicenones