Reductive elimination and skeletal rearrangement of b-hydroxy selenide derivatives of bicyclo[4.2.1]nonatriene in a super acid medium

H.M.J. Gillissen; P. Schipper; H.M. Buck

doi:10.1002/recl.19800991106

Reductive elimination and skeletal rearrangement of b-hydroxy selenide derivatives of bicyclo[4.2.1]nonatriene in a super acid medium

H.M.J. Gillissen, P. Schipper, H.M. Buck

Chemical Engineering and Chemistry

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

4 Citations (Scopus)

Abstract

In sulfur dioxide the ß-hydroxy selenides 1 and 2 produce rearranged selenides 6 and 7 upon addition of fluorosulfonic acid. Reductive elimination and subsequent attack of the selenenyl electrophile on the etheno bridge cause migration of the butadiene moiety.

Original language	English
Pages (from-to)	346-348
Journal	Recueil des Travaux Chimiques des Pays-Bas
Volume	99
Issue number	11
DOIs	https://doi.org/10.1002/recl.19800991106
Publication status	Published - 1980

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title = "Reductive elimination and skeletal rearrangement of b-hydroxy selenide derivatives of bicyclo[4.2.1]nonatriene in a super acid medium",

abstract = "In sulfur dioxide the {\ss}-hydroxy selenides 1 and 2 produce rearranged selenides 6 and 7 upon addition of fluorosulfonic acid. Reductive elimination and subsequent attack of the selenenyl electrophile on the etheno bridge cause migration of the butadiene moiety.",

author = "H.M.J. Gillissen and P. Schipper and H.M. Buck",

year = "1980",

doi = "10.1002/recl.19800991106",

language = "English",

volume = "99",

pages = "346--348",

journal = "Recueil des Travaux Chimiques des Pays-Bas",

issn = "0165-0513",

publisher = "Royal Netherlands Chemical Society",

number = "11",

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T1 - Reductive elimination and skeletal rearrangement of b-hydroxy selenide derivatives of bicyclo[4.2.1]nonatriene in a super acid medium

AU - Gillissen, H.M.J.

AU - Schipper, P.

AU - Buck, H.M.

PY - 1980

Y1 - 1980

N2 - In sulfur dioxide the ß-hydroxy selenides 1 and 2 produce rearranged selenides 6 and 7 upon addition of fluorosulfonic acid. Reductive elimination and subsequent attack of the selenenyl electrophile on the etheno bridge cause migration of the butadiene moiety.

AB - In sulfur dioxide the ß-hydroxy selenides 1 and 2 produce rearranged selenides 6 and 7 upon addition of fluorosulfonic acid. Reductive elimination and subsequent attack of the selenenyl electrophile on the etheno bridge cause migration of the butadiene moiety.

U2 - 10.1002/recl.19800991106

DO - 10.1002/recl.19800991106

M3 - Article

SN - 0165-0513

VL - 99

SP - 346

EP - 348

JO - Recueil des Travaux Chimiques des Pays-Bas

JF - Recueil des Travaux Chimiques des Pays-Bas

IS - 11

ER -

Reductive elimination and skeletal rearrangement of b-hydroxy selenide derivatives of bicyclo[4.2.1]nonatriene in a super acid medium

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