A Striking Exception to the Chelate Model for Acyclic Diastereocontrol: Efficient Access to a Versatile Propargyl Alcohol for Chemical Synthesis

A Striking Exception to the Chelate Model for Acyclic Diastereocontrol: Efficient Access to a Versatile Propargyl Alcohol for Chemical Synthesis

The four-step, asymmetric synthesis of a chiral propargyl alcohol 1 from (R)-pantolactone is described. A key feature of the synthesis is a diastereoselective acetylide addition to a chiral α-alkoxy-aldehyde 7, in which unusual Felkin selectivity is observed, despite the potential for chelation cont...

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Bibliografische gegevens
Hoofdauteurs: Ronald J. Clark, Gregory B. Dudley, Sami F. Tlais
Formaat: Artikel
Taal:English
Gepubliceerd in: MDPI AG 2009-12-01
Reeks:Molecules
Onderwerpen:
pantolactone
synthesis
Felkin–Anh
acyclic diastereocontrol
chiral building block
Online toegang:http://www.mdpi.com/1420-3049/14/12/5216/

Internet

http://www.mdpi.com/1420-3049/14/12/5216/

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