A short synthesis of γ-lycorane using Ni/AcOH mediated radical cyclisation

Jérôme Cassayre; Samir Z. Zard

doi:10.1055/s-1999-2621

A short synthesis of γ-lycorane using Ni/AcOH mediated radical cyclisation

Jérôme Cassayre
, Samir Z. Zard

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

Résumé

A short synthesis of (±)-γ-lycorane 6 is described using two different radical cyclisations. The key step is the formation of tetrahydroindolone 9 by a nickel-promoted 5-endo radical cyclisation. This is followed by a tributylstannane-mediated 6-endo ring closure to the tetracyclic lactam 10 which is readily reduced tb (±)-γ-lycorane 6.

langue originale	Anglais
Pages (de - à)	501-503
Nombre de pages	3
journal	Synlett
Numéro de publication	4
Les DOIs	https://doi.org/10.1055/s-1999-2621
état	Publié - 1 janv. 1999

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10.1055/s-1999-2621

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title = "A short synthesis of γ-lycorane using Ni/AcOH mediated radical cyclisation",

abstract = "A short synthesis of (±)-γ-lycorane 6 is described using two different radical cyclisations. The key step is the formation of tetrahydroindolone 9 by a nickel-promoted 5-endo radical cyclisation. This is followed by a tributylstannane-mediated 6-endo ring closure to the tetracyclic lactam 10 which is readily reduced tb (±)-γ-lycorane 6.",

keywords = "Nickel, Radical cyclisation, γ-Lycorane",

author = "J{\'e}r{\^o}me Cassayre and Zard, \{Samir Z.\}",

year = "1999",

month = jan,

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doi = "10.1055/s-1999-2621",

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journal = "Synlett",

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AU - Cassayre, Jérôme

AU - Zard, Samir Z.

PY - 1999/1/1

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N2 - A short synthesis of (±)-γ-lycorane 6 is described using two different radical cyclisations. The key step is the formation of tetrahydroindolone 9 by a nickel-promoted 5-endo radical cyclisation. This is followed by a tributylstannane-mediated 6-endo ring closure to the tetracyclic lactam 10 which is readily reduced tb (±)-γ-lycorane 6.

AB - A short synthesis of (±)-γ-lycorane 6 is described using two different radical cyclisations. The key step is the formation of tetrahydroindolone 9 by a nickel-promoted 5-endo radical cyclisation. This is followed by a tributylstannane-mediated 6-endo ring closure to the tetracyclic lactam 10 which is readily reduced tb (±)-γ-lycorane 6.

KW - Nickel

KW - Radical cyclisation

KW - γ-Lycorane

UR - https://www.scopus.com/pages/publications/0032895331

U2 - 10.1055/s-1999-2621

DO - 10.1055/s-1999-2621

M3 - Article

AN - SCOPUS:0032895331

SN - 0936-5214

SP - 501

EP - 503

JO - Synlett

JF - Synlett

IS - 4

ER -

A short synthesis of γ-lycorane using Ni/AcOH mediated radical cyclisation

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