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Skeletal rearrangement of 6,8-dioxabicyclo[3.2.1]octan-4-ols promoted by thionyl chloride or Appel c...

Skeletal rearrangement of 6,8-dioxabicyclo[3.2.1]octan-4-ols promoted by thionyl chloride or Appel c...

https://devfeature-collection.sl.nsw.gov.au/record/TN_cdi_doaj_primary_oai_doaj_org_article_89ca432e079b44a78f7cbd7e2408b0a3

Skeletal rearrangement of 6,8-dioxabicyclo[3.2.1]octan-4-ols promoted by thionyl chloride or Appel conditions

About this item

Full title

Skeletal rearrangement of 6,8-dioxabicyclo[3.2.1]octan-4-ols promoted by thionyl chloride or Appel conditions

Publisher

Germany: Beilstein-Institut

Journal title

Beilstein journal of organic chemistry, 2024-04, Vol.20 (1), p.823-829

Language

English

Formats

Publication information

Publisher

Germany: Beilstein-Institut

More information

Scope and Contents

Contents

A skeletal rearrangement of a series of 6,8-dioxabicyclo[3.2.1]octan-4-ols has been developed using SOCl
2
in the presence of pyridine. An oxygen migration from C5 to C4 was observed when the C4 alcohols were treated with SOCl
2
/pyridine, giving a 2-chloro-3,8-dioxabicyclo[3.2.1]octane ring-system via the chlorosulfite intermediate. An...

Alternative Titles

Full title

Skeletal rearrangement of 6,8-dioxabicyclo[3.2.1]octan-4-ols promoted by thionyl chloride or Appel conditions

Identifiers

Primary Identifiers

Record Identifier

TN_cdi_doaj_primary_oai_doaj_org_article_89ca432e079b44a78f7cbd7e2408b0a3

Permalink

https://devfeature-collection.sl.nsw.gov.au/record/TN_cdi_doaj_primary_oai_doaj_org_article_89ca432e079b44a78f7cbd7e2408b0a3

Other Identifiers

ISSN

1860-5397

E-ISSN

1860-5397

DOI

10.3762/bjoc.20.74

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