Classical carbonyl reactivity enables a short synthesis of the core structure of acutumine

Robert J. Moreau; Erik J. Sorensen

doi:10.1016/j.tet.2007.03.024

Classical carbonyl reactivity enables a short synthesis of the core structure of acutumine

Robert J. Moreau, Erik J. Sorensen

Chemistry

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

28 Scopus citations

Abstract

The development of a direct synthesis of the complex core topology of the alkaloid acutumine from a simple keto proline derivative is described. An efficient sequence of three carbonyl-dependent reactions is at the heart of this design for synthesis.

Original language	English (US)
Pages (from-to)	6446-6453
Number of pages	8
Journal	Tetrahedron
Volume	63
Issue number	28
DOIs	https://doi.org/10.1016/j.tet.2007.03.024
State	Published - Jul 9 2007

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

Acutumine
Chlorine-containing alkaloids
Dieckmann condensation
Michael reaction
The carbonyl group
β-Elimination

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10.1016/j.tet.2007.03.024

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title = "Classical carbonyl reactivity enables a short synthesis of the core structure of acutumine",

abstract = "The development of a direct synthesis of the complex core topology of the alkaloid acutumine from a simple keto proline derivative is described. An efficient sequence of three carbonyl-dependent reactions is at the heart of this design for synthesis.",

keywords = "Acutumine, Chlorine-containing alkaloids, Dieckmann condensation, Michael reaction, The carbonyl group, β-Elimination",

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AU - Sorensen, Erik J.

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KW - Michael reaction

KW - The carbonyl group

KW - β-Elimination

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