Semipreparative synthesis, 13C- and 2D-NMR of Pulo'upone

J. Matikainen, S. Kaltia, Tapio Hase, Ilkka Kilpeläinen, Torbjörn Drakenberg, Arto Annila

Research output: Contribution to journalArticleScientificpeer-review

11 Citations (Scopus)

Abstract

A mmolar scale synthetic route to (±)-pulo'upone, in 9 steps, 3.8 % overall yield, and under non-epimerizing conditions, is reported. A complete assignment of the compound's 1H and 13C NMR shifts is presented.

(±)-Pulo'upone (1) is synthesized from 4-pentyl-1-ol (2) (9 steps, 3.8% overall). A complete 1H and 13C NMR signal assignment for (1) is presented.

Original languageEnglish
Pages (from-to)8007-8014
Number of pages8
JournalTetrahedron
Volume49
Issue number36
DOIs
Publication statusPublished - 1993
MoE publication typeA1 Journal article-refereed

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Nuclear magnetic resonance
pulo'upone
Proton Magnetic Resonance Spectroscopy
Carbon-13 Magnetic Resonance Spectroscopy

Cite this

Matikainen, J., Kaltia, S., Hase, T., Kilpeläinen, I., Drakenberg, T., & Annila, A. (1993). Semipreparative synthesis, 13C- and 2D-NMR of Pulo'upone. Tetrahedron, 49(36), 8007-8014. https://doi.org/10.1016/S0040-4020(01)88024-8
Matikainen, J. ; Kaltia, S. ; Hase, Tapio ; Kilpeläinen, Ilkka ; Drakenberg, Torbjörn ; Annila, Arto. / Semipreparative synthesis, 13C- and 2D-NMR of Pulo'upone. In: Tetrahedron. 1993 ; Vol. 49, No. 36. pp. 8007-8014.
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abstract = "A mmolar scale synthetic route to (±)-pulo'upone, in 9 steps, 3.8 {\%} overall yield, and under non-epimerizing conditions, is reported. A complete assignment of the compound's 1H and 13C NMR shifts is presented.(±)-Pulo'upone (1) is synthesized from 4-pentyl-1-ol (2) (9 steps, 3.8{\%} overall). A complete 1H and 13C NMR signal assignment for (1) is presented.",
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Matikainen, J, Kaltia, S, Hase, T, Kilpeläinen, I, Drakenberg, T & Annila, A 1993, 'Semipreparative synthesis, 13C- and 2D-NMR of Pulo'upone', Tetrahedron, vol. 49, no. 36, pp. 8007-8014. https://doi.org/10.1016/S0040-4020(01)88024-8

Semipreparative synthesis, 13C- and 2D-NMR of Pulo'upone. / Matikainen, J.; Kaltia, S.; Hase, Tapio; Kilpeläinen, Ilkka; Drakenberg, Torbjörn; Annila, Arto.

In: Tetrahedron, Vol. 49, No. 36, 1993, p. 8007-8014.

Research output: Contribution to journalArticleScientificpeer-review

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AU - Matikainen, J.

AU - Kaltia, S.

AU - Hase, Tapio

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AU - Drakenberg, Torbjörn

AU - Annila, Arto

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AB - A mmolar scale synthetic route to (±)-pulo'upone, in 9 steps, 3.8 % overall yield, and under non-epimerizing conditions, is reported. A complete assignment of the compound's 1H and 13C NMR shifts is presented.(±)-Pulo'upone (1) is synthesized from 4-pentyl-1-ol (2) (9 steps, 3.8% overall). A complete 1H and 13C NMR signal assignment for (1) is presented.

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DO - 10.1016/S0040-4020(01)88024-8

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Matikainen J, Kaltia S, Hase T, Kilpeläinen I, Drakenberg T, Annila A. Semipreparative synthesis, 13C- and 2D-NMR of Pulo'upone. Tetrahedron. 1993;49(36):8007-8014. https://doi.org/10.1016/S0040-4020(01)88024-8