Preparations of bicycliclactols from allyl and/or homoallyl propargyl acetal-cobalt complexes and its application to the formal synthesis of (±) loganine

Nakcheol Jeong, Yeoul Lee Bun, Min Lee Seong, Keun Chung Young, Lee Sueg-Geun

Research output: Contribution to journalArticle

45 Citations (Scopus)

Abstract

3-oxa-2-alkoxy bicyclo [3,3,0]-oct-5-en-7-ones and 3-oxa-2-alkoxy bicyclo [4,3,0]-non-5-en-7-ones were efficiently prepared from the corresponding bis(allyl or homoallyl)propargyl acetal-cobalt complexes in the presence of trimethylamine N-oxide. This methodology was successfully applied to the formal synthesis of (±) loganine.

Original languageEnglish
Pages (from-to)4023-4026
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number25
Publication statusPublished - 1993 Jun 18
Externally publishedYes

Fingerprint

Acetals
Cobalt
alkoxyl radical
trimethyloxamine

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Biochemistry

Cite this

Preparations of bicycliclactols from allyl and/or homoallyl propargyl acetal-cobalt complexes and its application to the formal synthesis of (±) loganine. / Jeong, Nakcheol; Bun, Yeoul Lee; Seong, Min Lee; Young, Keun Chung; Sueg-Geun, Lee.

In: Tetrahedron Letters, Vol. 34, No. 25, 18.06.1993, p. 4023-4026.

Research output: Contribution to journalArticle

@article{d3e7fdf8da104b8aa9fdc1d054718573,
title = "Preparations of bicycliclactols from allyl and/or homoallyl propargyl acetal-cobalt complexes and its application to the formal synthesis of (±) loganine",
abstract = "3-oxa-2-alkoxy bicyclo [3,3,0]-oct-5-en-7-ones and 3-oxa-2-alkoxy bicyclo [4,3,0]-non-5-en-7-ones were efficiently prepared from the corresponding bis(allyl or homoallyl)propargyl acetal-cobalt complexes in the presence of trimethylamine N-oxide. This methodology was successfully applied to the formal synthesis of (±) loganine.",
author = "Nakcheol Jeong and Bun, {Yeoul Lee} and Seong, {Min Lee} and Young, {Keun Chung} and Lee Sueg-Geun",
year = "1993",
month = "6",
day = "18",
language = "English",
volume = "34",
pages = "4023--4026",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "25",

}

TY - JOUR

T1 - Preparations of bicycliclactols from allyl and/or homoallyl propargyl acetal-cobalt complexes and its application to the formal synthesis of (±) loganine

AU - Jeong, Nakcheol

AU - Bun, Yeoul Lee

AU - Seong, Min Lee

AU - Young, Keun Chung

AU - Sueg-Geun, Lee

PY - 1993/6/18

Y1 - 1993/6/18

N2 - 3-oxa-2-alkoxy bicyclo [3,3,0]-oct-5-en-7-ones and 3-oxa-2-alkoxy bicyclo [4,3,0]-non-5-en-7-ones were efficiently prepared from the corresponding bis(allyl or homoallyl)propargyl acetal-cobalt complexes in the presence of trimethylamine N-oxide. This methodology was successfully applied to the formal synthesis of (±) loganine.

AB - 3-oxa-2-alkoxy bicyclo [3,3,0]-oct-5-en-7-ones and 3-oxa-2-alkoxy bicyclo [4,3,0]-non-5-en-7-ones were efficiently prepared from the corresponding bis(allyl or homoallyl)propargyl acetal-cobalt complexes in the presence of trimethylamine N-oxide. This methodology was successfully applied to the formal synthesis of (±) loganine.

UR - http://www.scopus.com/inward/record.url?scp=0027299437&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0027299437&partnerID=8YFLogxK

M3 - Article

VL - 34

SP - 4023

EP - 4026

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 25

ER -