Corroboration of Techniques for Assigning Absolute Configuration: Lacinilene C Methyl Ether as an Exemplary Study

DOI: 10.1021/jo00363a018

Source and publish data:

Journal of Organic Chemistry p. 2500 - 2504 (1986)

Update date:2022-08-04

Topics:

Authors:

Stipanovic, Robert D.

McCormick, John P.

Schlemper, Elmer O.

Hamper, Bruce C.

Shinmyozu, Teruo

Pirkle, William H.

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Article abstract of DOI:10.1021/jo00363a018

Methods for determination of absolute configuration were independently applied to the phytoalexin lacinilene C methyl ether.The results from circular dichroism, NMR spectroscopy utilizing chiral solvating agents, and chiral stationary phase chromatography allow assignment of the R configuration to (+)-lacinilene C methyl ether.This assignment was verified by X-ray diffraction.Chemical conversion permitted assignment of the R configuration to (+)-lacinilene C.

Full text of DOI:10.1021/jo00363a018

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