Spiro cyclisations of N-acyliminium ions involving an aromatic π-nucleophile

Patrick D. Bailey; Keith M. Morgan; David I. Smith; John M. Vernon

doi:10.1016/S0040-4020(03)00418-6

Spiro cyclisations of N-acyliminium ions involving an aromatic π-nucleophile

Patrick D. Bailey, Keith M. Morgan, David I. Smith, John M. Vernon

School of Engineering & Physical Sciences

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

24 Citations (Scopus)

Abstract

Spiro 2-pyrrolidin-5-ones were obtained from N-substituted succinimides by a two-step procedure, involving 5- or 6-endo-trig cyclisation of N-acyliminium ion intermediates with a tethered aromatic p-nucleophile.

Original language	English
Pages (from-to)	3369-3378
Number of pages	10
Journal	Tetrahedron
Volume	59
Issue number	18
DOIs	https://doi.org/10.1016/S0040-4020(03)00418-6
Publication status	Published - 28 Apr 2003

Keywords

N-acyliminium ion cyclisations
Spiro lactams

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10.1016/S0040-4020(03)00418-6

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title = "Spiro cyclisations of N-acyliminium ions involving an aromatic π-nucleophile",

abstract = "Spiro 2-pyrrolidin-5-ones were obtained from N-substituted succinimides by a two-step procedure, involving 5- or 6-endo-trig cyclisation of N-acyliminium ion intermediates with a tethered aromatic p-nucleophile.",

keywords = "N-acyliminium ion cyclisations, Spiro lactams",

author = "Bailey, {Patrick D.} and Morgan, {Keith M.} and Smith, {David I.} and Vernon, {John M.}",

year = "2003",

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day = "28",

doi = "10.1016/S0040-4020(03)00418-6",

language = "English",

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pages = "3369--3378",

journal = "Tetrahedron",

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T1 - Spiro cyclisations of N-acyliminium ions involving an aromatic π-nucleophile

AU - Bailey, Patrick D.

AU - Morgan, Keith M.

AU - Smith, David I.

AU - Vernon, John M.

PY - 2003/4/28

Y1 - 2003/4/28

N2 - Spiro 2-pyrrolidin-5-ones were obtained from N-substituted succinimides by a two-step procedure, involving 5- or 6-endo-trig cyclisation of N-acyliminium ion intermediates with a tethered aromatic p-nucleophile.

AB - Spiro 2-pyrrolidin-5-ones were obtained from N-substituted succinimides by a two-step procedure, involving 5- or 6-endo-trig cyclisation of N-acyliminium ion intermediates with a tethered aromatic p-nucleophile.

KW - N-acyliminium ion cyclisations

KW - Spiro lactams

U2 - 10.1016/S0040-4020(03)00418-6

DO - 10.1016/S0040-4020(03)00418-6

M3 - Article

SN - 0040-4020

VL - 59

SP - 3369

EP - 3378

JO - Tetrahedron

JF - Tetrahedron

IS - 18

ER -

Spiro cyclisations of N-acyliminium ions involving an aromatic π-nucleophile

Abstract

Keywords

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