Efficient radical cyclisation of secondary amides: An enantioselective synthesis of phenyl allokainoid

J S  Bryans; J M  Large; A F  Parsons

Efficient radical cyclisation of secondary amides: An enantioselective synthesis of phenyl allokainoid

J S Bryans, J M Large, A F Parsons

Chemistry

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

Abstract

Cyclisation of various unsaturated haloamides with tributyltin hydride/AIBN has been explored. Substituted pyrrolidinones were isolated in good to excellent yield and the cyclisation of a serine-derived amide was utilised as the key step in an enantioselective synthesis of phenyl allokainoid. (C) 1999 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	3487-3490
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	17
Publication status	Published - 23 Apr 1999

Keywords

tin and compounds
radicals and radical reactions
cyclisation
kainoids
ACID-ANALOGS
CYCLIZATION
KAINOIDS
ROUTE

Cite this

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title = "Efficient radical cyclisation of secondary amides: An enantioselective synthesis of phenyl allokainoid",

abstract = "Cyclisation of various unsaturated haloamides with tributyltin hydride/AIBN has been explored. Substituted pyrrolidinones were isolated in good to excellent yield and the cyclisation of a serine-derived amide was utilised as the key step in an enantioselective synthesis of phenyl allokainoid. (C) 1999 Elsevier Science Ltd. All rights reserved.",

keywords = "tin and compounds, radicals and radical reactions, cyclisation, kainoids, ACID-ANALOGS, CYCLIZATION, KAINOIDS, ROUTE",

author = "Bryans, {J S} and Large, {J M} and Parsons, {A F}",

year = "1999",

month = apr,

day = "23",

language = "English",

volume = "40",

pages = "3487--3490",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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TY - JOUR

T1 - Efficient radical cyclisation of secondary amides: An enantioselective synthesis of phenyl allokainoid

AU - Bryans, J S

AU - Large, J M

AU - Parsons, A F

PY - 1999/4/23

Y1 - 1999/4/23

N2 - Cyclisation of various unsaturated haloamides with tributyltin hydride/AIBN has been explored. Substituted pyrrolidinones were isolated in good to excellent yield and the cyclisation of a serine-derived amide was utilised as the key step in an enantioselective synthesis of phenyl allokainoid. (C) 1999 Elsevier Science Ltd. All rights reserved.

AB - Cyclisation of various unsaturated haloamides with tributyltin hydride/AIBN has been explored. Substituted pyrrolidinones were isolated in good to excellent yield and the cyclisation of a serine-derived amide was utilised as the key step in an enantioselective synthesis of phenyl allokainoid. (C) 1999 Elsevier Science Ltd. All rights reserved.

KW - tin and compounds

KW - radicals and radical reactions

KW - cyclisation

KW - kainoids

KW - ACID-ANALOGS

KW - CYCLIZATION

KW - KAINOIDS

KW - ROUTE

M3 - Article

SN - 0040-4039

VL - 40

SP - 3487

EP - 3490

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 17

ER -