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

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

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.

Original language	English
Pages (from-to)	2501-2504
Number of pages	4
Journal	Tetrahedron Letters
Volume	31
Issue number	17
DOIs	https://doi.org/10.1016/S0040-4039(00)97400-8
Publication status	Published - 1 Jan 1990
Externally published	Yes

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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",

language = "English",

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journal = "Tetrahedron Letters",

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TY - JOUR

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.

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.

Abstract

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