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

doi:10.1016/S0040-4039(00)60606-8

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

Department of Chemistry

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

47 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 language	English
Pages (from-to)	4023-4026
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	25
DOIs	https://doi.org/10.1016/S0040-4039(00)60606-8
Publication status	Published - 1993 Jun 18

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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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.",

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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.

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

Abstract

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