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Synlett 2014; 25(6): 809-812
DOI: 10.1055/s-0033-1340824
DOI: 10.1055/s-0033-1340824
letter
Access to Chiral Tertiary α-Hydroxy-β-Ynyl Esters via One-Pot Addition and Kinetic Resolution
Further Information
Publication History
Received: 26 December 2013
Accepted after revision: 22 January 2014
Publication Date:
13 February 2014 (online)


Abstract
Chiral amino alcohol promoted one-pot addition of zinc alkynylides to α-keto esters and kinetic resolution of the resulting tertiary propargylic alcohols was developed. The reaction provided us an alternative approach to access optically active tertiary α-hydroxy-β-ynyl esters with enantiomeric excesses up to 98%.
Key words
alkynylation - propargylic alcohols - tertiary α-hydroxyl esters - kinetic resolution - amino alcoholSupporting Information
- for this article (characterization data and copies of HPLC) is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information