Stereoselective alpha-Tertiary Alkylation of N -(Arylacetyl)oxazolidinones

A method has been developed for the alpha-tertiary alkylation of zirconium enolates of N -(arylacetyl)oxazolidinones. This reaction directly installs an all-carbon quaternary center vicinal to a benzylic tertiary carbon in a highly diastereoselective manner.

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Bibliographic Details
Published inSynlett Vol. 31; no. 7; pp. 683 - 686
Main Authors Shim, Eunjae, Zakarian, Armen
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.04.2020
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
asymmetric synthesis
chiral auxiliary
quaternary carbon
alkylation
RADICAL-ADDITION
TITANIUM
zirconium enolates
oxazolidinones
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Summary:A method has been developed for the alpha-tertiary alkylation of zirconium enolates of N -(arylacetyl)oxazolidinones. This reaction directly installs an all-carbon quaternary center vicinal to a benzylic tertiary carbon in a highly diastereoselective manner.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0039-1690793