First organophosphorus radical-mediated cyclisations to afford medium-sized rings: eight-membered lactones and seven- and eight-membered lactams

Stuart Lang, Michael Corr, Neil Muir, Tanweer Khan, Franziska Schonebeck, John Murphy, Andrew Payne, Andrew Williams

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

The phosphorus based radical precursors N-ethylpiperidine hypophosphite (EPHP) and diethylphosphine oxide (DEPO) are efficient reagents for carrying out the formation of seven- and eight-membered rings. Esters and amides were successfully converted into the corresponding eight-membered lactones and seven- and eight-membered lactams in good to excellent yields.
LanguageEnglish
Pages4027-4030
Number of pages3
JournalTetrahedron Letters
Volume46
Issue number23
Early online date22 Apr 2005
DOIs
Publication statusPublished - 2005

Fingerprint

Lactams
Cyclization
Lactones
Amides
Phosphorus
Oxides
Esters

Keywords

  • radical
  • phosphorus
  • DEPO
  • EPHP
  • cyclisation

Cite this

Lang, Stuart ; Corr, Michael ; Muir, Neil ; Khan, Tanweer ; Schonebeck, Franziska ; Murphy, John ; Payne, Andrew ; Williams, Andrew. / First organophosphorus radical-mediated cyclisations to afford medium-sized rings : eight-membered lactones and seven- and eight-membered lactams . In: Tetrahedron Letters. 2005 ; Vol. 46, No. 23. pp. 4027-4030.
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First organophosphorus radical-mediated cyclisations to afford medium-sized rings : eight-membered lactones and seven- and eight-membered lactams . / Lang, Stuart; Corr, Michael; Muir, Neil; Khan, Tanweer; Schonebeck, Franziska; Murphy, John; Payne, Andrew; Williams, Andrew.

In: Tetrahedron Letters, Vol. 46, No. 23, 2005, p. 4027-4030.

Research output: Contribution to journalArticle

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AU - Lang, Stuart

AU - Corr, Michael

AU - Muir, Neil

AU - Khan, Tanweer

AU - Schonebeck, Franziska

AU - Murphy, John

AU - Payne, Andrew

AU - Williams, Andrew

PY - 2005

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AB - The phosphorus based radical precursors N-ethylpiperidine hypophosphite (EPHP) and diethylphosphine oxide (DEPO) are efficient reagents for carrying out the formation of seven- and eight-membered rings. Esters and amides were successfully converted into the corresponding eight-membered lactones and seven- and eight-membered lactams in good to excellent yields.

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KW - phosphorus

KW - DEPO

KW - EPHP

KW - cyclisation

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JO - Tetrahedron Letters

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