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

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

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.

Original language	English
Pages (from-to)	501-503
Number of pages	3
Journal	Synlett
Issue number	4
DOIs	https://doi.org/10.1055/s-1999-2621
Publication status	Published - 1 Jan 1999

Keywords

Nickel
Radical cyclisation
γ-Lycorane

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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",

language = "English",

pages = "501--503",

journal = "Synlett",

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AU - Cassayre, Jérôme

AU - Zard, Samir Z.

PY - 1999/1/1

Y1 - 1999/1/1

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

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

Abstract

Keywords

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