Nickel powder promoted 5-endo radical cyclisations. A concise approach to erythrina alkaloids

Jérôme Cassayre; Béatrice Quiclet-Sire; Jean Baptiste Saunier; Samir Z. Zard

doi:10.1016/S0040-4039(98)02036-X

Nickel powder promoted 5-endo radical cyclisations. A concise approach to erythrina alkaloids

Jérôme Cassayre
, Béatrice Quiclet-Sire
, Jean Baptiste Saunier
, Samir Z. Zard

Centre national de la recherche scientifique
Laboratoire de Synthèse Organique

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

59 Citations (Scopus)

Abstract

N-Alkenyl trichloroacetamides 3 undergo, upon refluxing with nickel powder and acetic acid in 2-propanol, exclusive 5-endo-trig cyclisation to afford functionalised lactams 4; these are attractive precursors of erythrina alkaloids, as demonstrated by the expedient synthesis of 3- demethoxyerythratidinone 5.

Original language	English
Pages (from-to)	8995-8998
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	49
DOIs	https://doi.org/10.1016/S0040-4039(98)02036-X
Publication status	Published - 3 Dec 1998

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title = "Nickel powder promoted 5-endo radical cyclisations. A concise approach to erythrina alkaloids",

abstract = "N-Alkenyl trichloroacetamides 3 undergo, upon refluxing with nickel powder and acetic acid in 2-propanol, exclusive 5-endo-trig cyclisation to afford functionalised lactams 4; these are attractive precursors of erythrina alkaloids, as demonstrated by the expedient synthesis of 3- demethoxyerythratidinone 5.",

author = "J{\'e}r{\^o}me Cassayre and B{\'e}atrice Quiclet-Sire and Saunier, \{Jean Baptiste\} and Zard, \{Samir Z.\}",

year = "1998",

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doi = "10.1016/S0040-4039(98)02036-X",

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T1 - Nickel powder promoted 5-endo radical cyclisations. A concise approach to erythrina alkaloids

AU - Cassayre, Jérôme

AU - Quiclet-Sire, Béatrice

AU - Saunier, Jean Baptiste

AU - Zard, Samir Z.

PY - 1998/12/3

Y1 - 1998/12/3

N2 - N-Alkenyl trichloroacetamides 3 undergo, upon refluxing with nickel powder and acetic acid in 2-propanol, exclusive 5-endo-trig cyclisation to afford functionalised lactams 4; these are attractive precursors of erythrina alkaloids, as demonstrated by the expedient synthesis of 3- demethoxyerythratidinone 5.

AB - N-Alkenyl trichloroacetamides 3 undergo, upon refluxing with nickel powder and acetic acid in 2-propanol, exclusive 5-endo-trig cyclisation to afford functionalised lactams 4; these are attractive precursors of erythrina alkaloids, as demonstrated by the expedient synthesis of 3- demethoxyerythratidinone 5.

U2 - 10.1016/S0040-4039(98)02036-X

DO - 10.1016/S0040-4039(98)02036-X

M3 - Article

AN - SCOPUS:0032481029

SN - 0040-4039

VL - 39

SP - 8995

EP - 8998

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 49

ER -

Nickel powder promoted 5-endo radical cyclisations. A concise approach to erythrina alkaloids

Abstract

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