Diastereoselective alkylations of oxazolidinone glycolates: A useful extension of the Evans asymmetric alkylation

Michael T. Crimmins, Kyle A. Emmitte, Jason D. Katz

Research output: Contribution to journalArticle

105 Scopus citations

Abstract

matrix presented The diastereoselective alkylation of glycolate oxazolidinones has been demonstrated as a method for the enantioselective preparation of α-alkoxy carboxylic acid derivatives and selectively protected 1,2-diols. Various protecting groups on the glycolate hydroxyl and multiple substitution patterns on allylic iodides are tolerated in the alkylation. Yields for the alkylations are typically 70-85% with diastereoselectivities of >98:2.

Original languageEnglish
Pages (from-to)2165-2167
Number of pages3
JournalOrganic Letters
Volume2
Issue number14
DOIs
StatePublished - 13 Jul 2000

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