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

doi:10.1016/j.tetlet.2005.04.032

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

Pure And Applied Chemistry

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

34 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.

Original language	English
Pages (from-to)	4027-4030
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	23
Early online date	22 Apr 2005
DOIs	https://doi.org/10.1016/j.tetlet.2005.04.032
Publication status	Published - 2005

Keywords

radical
phosphorus
DEPO
EPHP
cyclisation

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10.1016/j.tetlet.2005.04.032

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

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.",

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

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language = "English",

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pages = "4027--4030",

journal = "Tetrahedron Letters",

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T1 - First organophosphorus radical-mediated cyclisations to afford medium-sized rings

T2 - eight-membered lactones and seven- and eight-membered lactams

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

Y1 - 2005

N2 - 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.

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.

KW - radical

KW - phosphorus

KW - DEPO

KW - EPHP

KW - cyclisation

U2 - 10.1016/j.tetlet.2005.04.032

DO - 10.1016/j.tetlet.2005.04.032

M3 - Article

SN - 0040-4039

VL - 46

SP - 4027

EP - 4030

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 23

ER -

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

Abstract

Keywords

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