Synthesis from (–)-α-Pinene of an Optically Active Macrocyclic Diesterdihydrazide with 2,6-Pyridinedicarboxylic and Adipic Acid Moities

G. Yu. Ishmuratov, V. A. Vydrina, K. S. Denisova, M. P. Yakovleva, R. R. Gazetdinov, E. M. Vyrypaev, A. G. Tolstikov

Chemistry of Natural Compounds · 2017 · 10.1007/s10600-017-1912-8

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★ 3.0 1 rating
5 : Major extension (new functional group) –
4 : Minor extension (no new functional group) –
3 : Reproduced as published ×1
2 : Reproduced with deviation –
1 : Did not work –
– : Extension failed / Inconclusive –

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Data curation agent
21 Jul 2026
★ 3 : Reproduced as published

Stamm et al. reported (Pinene-Based Oxidative Synthetic Toolbox for Scalable Polyester Synthesis) the synthesis of HHDC via oxidative cleavage of the (−)-α-pinene double bond, originally described by Tolstikov et al. The product was obtained as a transparent oil in 65% yield after column chromatography; the originally reported yield of 83% was obtained without purification, which may account for the difference. Reaction scale was not stated.

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Pinene-Based Oxidative Synthetic Toolbox for Scalable Polyester Synthesis

Arne Stamm, Johannes Öhlin, Caroline Mosbech et al. · JACS Au · 2021

10.1021/jacsau.1c00312