Proof of a radical transannular hydrogen migration in the longifolene series.

J. Boivin; E. da Silva; G. Ourisson; S. Z. Zard

doi:10.1016/S0040-4039(00)97400-8

Proof of a radical transannular hydrogen migration in the longifolene series.

J. Boivin
, E. da Silva
, G. Ourisson
, S. Z. Zard

Laboratoire de Synthèse Organique
Ministère de la Défense
Institut de Chimie des Substances Naturelles

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

Résumé

Radical decarboxylation of isolongifolic acid 3a affords in good yield the thio-ether 4 through a reaction involving a clean 1,5-transannular hydrogen shift. The thio-ether 4 was further converted in almost quantitative yield into the olefin 7 through sequential oxidation-elimination.

langue originale	Anglais
Pages (de - à)	2501-2504
Nombre de pages	4
journal	Tetrahedron Letters
Volume	31
Numéro de publication	17
Les DOIs	https://doi.org/10.1016/S0040-4039(00)97400-8
état	Publié - 1 janv. 1990
Modification externe	Oui

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10.1016/S0040-4039(00)97400-8

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title = "Proof of a radical transannular hydrogen migration in the longifolene series.",

abstract = "Radical decarboxylation of isolongifolic acid 3a affords in good yield the thio-ether 4 through a reaction involving a clean 1,5-transannular hydrogen shift. The thio-ether 4 was further converted in almost quantitative yield into the olefin 7 through sequential oxidation-elimination.",

author = "J. Boivin and \{da Silva\}, E. and G. Ourisson and Zard, \{S. Z.\}",

year = "1990",

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doi = "10.1016/S0040-4039(00)97400-8",

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T1 - Proof of a radical transannular hydrogen migration in the longifolene series.

AU - Boivin, J.

AU - da Silva, E.

AU - Ourisson, G.

AU - Zard, S. Z.

PY - 1990/1/1

Y1 - 1990/1/1

N2 - Radical decarboxylation of isolongifolic acid 3a affords in good yield the thio-ether 4 through a reaction involving a clean 1,5-transannular hydrogen shift. The thio-ether 4 was further converted in almost quantitative yield into the olefin 7 through sequential oxidation-elimination.

AB - Radical decarboxylation of isolongifolic acid 3a affords in good yield the thio-ether 4 through a reaction involving a clean 1,5-transannular hydrogen shift. The thio-ether 4 was further converted in almost quantitative yield into the olefin 7 through sequential oxidation-elimination.

UR - https://www.scopus.com/pages/publications/0025265145

U2 - 10.1016/S0040-4039(00)97400-8

DO - 10.1016/S0040-4039(00)97400-8

M3 - Article

AN - SCOPUS:0025265145

SN - 0040-4039

VL - 31

SP - 2501

EP - 2504

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 17

ER -

Proof of a radical transannular hydrogen migration in the longifolene series.

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