Studies towards the enantioselective synthesis of an advanced intermediate of elisabethin A

A nine-step sequence towards a chiral intermediate of elisabethin A starting from a literature known orthoester is reported. Enantioselective α-alkylation of pseudoephedrine amide applying Myers’ protocol was seen as key step of the synthesis. Graphical abstract

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Bibliographic Details
Published in:Monatshefte für Chemie 2017, Vol.148 (1), p.49-56
Main Authors: Kaiser, Maximilian, Gärtner, Peter, Enev, Valentin S.
Format: Article
Language:English
Subjects:
Alkylation
Analytical Chemistry
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Enantiomers
Inorganic Chemistry
Organic Chemistry
Original Paper
Physical Chemistry
Synthesis
Theoretical and Computational Chemistry
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Description
Summary:A nine-step sequence towards a chiral intermediate of elisabethin A starting from a literature known orthoester is reported. Enantioselective α-alkylation of pseudoephedrine amide applying Myers’ protocol was seen as key step of the synthesis. Graphical abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-016-1858-8