A short asymmetric synthesis of (-)-neonepetalactone

DOI: 10.3987/COM-96-S2

Source and publish data:

Heterocycles p. 631 - 635 (1997)

Update date:2022-09-26

Topics:

Authors:

Enders, Dieter

Kaiser, Anja

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Article abstract of DOI:10.3987/COM-96-S2

(4S.,4aR)-Neonepetalactone (6) was synthesized in high diastereomeric and enantiomeric purity (de, ee ≥ 96 %) in a four step procedure. Key step of the total synthesis is the Michael addition of metalated propanal SAMP-hydrazone ((S)-1) to 2-cyclopentenecarboxylate (2).

Full text of DOI:10.3987/COM-96-S2

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Product name:(1R,2R,1'S,2''S)-2-[2-(2''-methoxymethylpyrrolidin-1-ylimino)-1'-methylethyl]-5-oxo-cyclopentanecarboxylic acid methylester

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