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

Jorma Matikainen; Seppo Kaltia; Tapio Hase; Ilkka Kilpeläinen; Torbjörn Drakenberg; Arto Annila

doi:10.1016/S0040-4020(01)88024-8

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

Jorma Matikainen
, Seppo Kaltia
, Tapio Hase
, Ilkka Kilpeläinen
, Torbjörn Drakenberg
, Arto Annila

VTT Technical Research Centre of Finland

University of Helsinki

Research output: Contribution to journal › Article › Scientific › peer-review

12 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 language	English
Pages (from-to)	8007-8014
Journal	Tetrahedron
Volume	49
Issue number	36
DOIs	https://doi.org/10.1016/S0040-4020(01)88024-8
Publication status	Published - 1993
MoE publication type	A1 Journal article-refereed

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

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. ",

author = "Jorma Matikainen and Seppo Kaltia and Tapio Hase and Ilkka Kilpel{\"a}inen and Torbj{\"o}rn Drakenberg and Arto Annila",

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T1 - Semipreparative synthesis, 13C- and 2D-NMR of Pulo'upone

AU - Matikainen, Jorma

AU - Kaltia, Seppo

AU - Hase, Tapio

AU - Kilpeläinen, Ilkka

AU - Drakenberg, Torbjörn

AU - Annila, Arto

N1 - Project code: -

PY - 1993

Y1 - 1993

N2 - 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.

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.

U2 - 10.1016/S0040-4020(01)88024-8

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

M3 - Article

SN - 0040-4020

VL - 49

SP - 8007

EP - 8014

JO - Tetrahedron

JF - Tetrahedron

IS - 36

ER -

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

Abstract

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