Double Prins Cyclisation Enabled Rapid Access to α,ω‐Hydroxytetrahydropyrans

Abstract: The spiroketal moiety is an important substructure within many biological natural products. One method to access them is via the oxidative cyclisation of a pendant hydroxyl group on to a pre‐formed pyran. However access to such precursors has hitherto been challenging and requires multistep syntheses frequently with considerable protecting group manipulation. Herein we report a novel and high yielding method for the preparation of hydroxydi‐ and hydroxytetra‐hydropyrans, as spiroketal precursors, utilizing a novel double‐Prins cyclisation approach.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Double Prins Cyclisation Enabled Rapid Access to α,ω‐Hydroxytetrahydropyrans ; volume:2022 ; number:40 ; year:2022 ; extent:10
European journal of organic chemistry ; 2022, Heft 40 (2022) (gesamt 10)

Creator
Trevorrow, Jonathan
O'Kearney‐McMullan, Anne
Miller Potucka, Lucie
Dobbs, Adrian P.

DOI
10.1002/ejoc.202200810
URN
urn:nbn:de:101:1-2022102615270290416911
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:38 AM CEST

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Associated

  • Trevorrow, Jonathan
  • O'Kearney‐McMullan, Anne
  • Miller Potucka, Lucie
  • Dobbs, Adrian P.

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