A Concise Approach to a Gelsemine Core Structure using an Oxygen to Carbon Bridge Swapping Strategy

Kirill Tchabanenko; Nigel S. Simpkins; Louise Male

doi:10.1021/ol801835q

A Concise Approach to a Gelsemine Core Structure using an Oxygen to Carbon Bridge Swapping Strategy

Kirill Tchabanenko, Nigel S. Simpkins, Louise Male

School of Chemistry and Chemical Engineering

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

15 Citations (Scopus)

Abstract

A tricyclic core structure related to gelsemine was synthesized from an oxabicyclo[3.2.1]octanone by a three-step bridge swapping strategy involving elimination of the bridging ether oxygen and intramolecular Michael addition of a tethered cyanoacetamide unit.

Original language	English
Pages (from-to)	4747-4750
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	21
Early online date	07 Oct 2008
DOIs	https://doi.org/10.1021/ol801835q
Publication status	Published - 06 Nov 2008

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Physical and Theoretical Chemistry

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10.1021/ol801835q

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title = "A Concise Approach to a Gelsemine Core Structure using an Oxygen to Carbon Bridge Swapping Strategy",

abstract = "A tricyclic core structure related to gelsemine was synthesized from an oxabicyclo[3.2.1]octanone by a three-step bridge swapping strategy involving elimination of the bridging ether oxygen and intramolecular Michael addition of a tethered cyanoacetamide unit.",

author = "Kirill Tchabanenko and Simpkins, {Nigel S.} and Louise Male",

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AU - Tchabanenko, Kirill

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AB - A tricyclic core structure related to gelsemine was synthesized from an oxabicyclo[3.2.1]octanone by a three-step bridge swapping strategy involving elimination of the bridging ether oxygen and intramolecular Michael addition of a tethered cyanoacetamide unit.

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JO - Organic Letters

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IS - 21

ER -

A Concise Approach to a Gelsemine Core Structure using an Oxygen to Carbon Bridge Swapping Strategy

Abstract

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