Stereoselective synthesis of trans-THF rings using an oxidative cyclisation-radical deoxygenation sequence: application to the formal synthesis of trans-(2R,5R)-linalool oxide-Reference-Cited by-同舟云学术

Stereoselective synthesis of trans-THF rings using an oxidative cyclisation-radical deoxygenation sequence: application to the formal synthesis of trans-(2R,5R)-linalool oxide

Published:2015 Issue:6 Volume:5 Page:3941-3953
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Sheikh Nadeem S.¹²³⁴⁵

Affiliation:

1. Department of Chemistry

2. Faculty of Science

3. King Faisal University

4. Al-Ahsa 31982

5. Saudi Arabia

Abstract

Permanganate-mediated oxidative cyclisation-Barton–McCombie radical deoxygenation sequence is applied to 1,5-dienes to achieve stereoselective synthesis of trans-2,5-disubstituted THF rings.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/RA/C4RA13258K

Reference110 articles.

1. Synthetic routes to tetrahydrofuran, tetrahydropyran, and spiroketal units of polyether antibiotics and a survey of spiroketals of other natural products

2. Synthetic routes to 2,5-disubstituted tetrahydrofurans

3. Oxidative polycyclizations with rhenium(VII) oxides

4. Transition metal-catalyzed oxidations of bishomoallylic alcohols

5. Recent advances in the stereoselective synthesis of tetrahydrofurans

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4. ChemInform Abstract: Stereoselective Synthesis of trans-THF Rings Using an Oxidative Cyclisation-Radical Deoxygenation Sequence: Application to the Formal Synthesis of trans-(2R,5R)-Linalool Oxide.;ChemInform;2015-05-27