ISSN:
0899-0042
Keywords:
synthesis of enantiopure 2-, 3-, and 4-alkyl-branched acids
;
diastereomeric phenylglycinol amides
;
chain elongation by Arndt-Eistert synthesis
;
malonic ester synthesis or via 2-alkylated alkyl carbonitriles
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A general approach to the synthesis of 2-, 3-, and 4-alkyl-branched acids of high enantiomeric purity is described. The enantiopure 2-alkyl-branched acids are prepared via liquid chromatographic resolution of diastereomeric phenylglycinol amides and their absolute configuration is deduced from the 1H-NMR data of the separated diastereomers. Chain elongation methods, by Arndt-Eistert synthesis, via 2-alkylated alkyl carbonitrile or by malonic ester synthesis, are used to prepare 3- and 4-alkyl-branched acids of high configurational purity and known absolute configuration starting from the enantiomeric 2-alkyl-branched acids. © 1994 Wiley-Liss, Inc.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/chir.530060510
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