The total synthesis of the annonaceous acetogenin 10-hydroxyasimicin

Gillian L. Nattrass; Elena Díez; Matthew M. McLachlan; Darren J. Dixon; Steven V. Ley

doi:10.1002/anie.200462264

The total synthesis of the annonaceous acetogenin 10-hydroxyasimicin

Gillian L. Nattrass
, Elena Díez
, Matthew M. McLachlan
, Darren J. Dixon
, Steven V. Ley

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

Abstract

Orthogonal and modular templating is an effective basis for the preparation of the biologically active annonaceous acetogenin 10-hydroxyasimicin (1). The versatile tartrate-derived 2,3-butanediacetal building block together with a highly diastereoselective hetero-Diels-Alder approach to the butenolide unit were usefully employed in this novel synthetic route.

Original language	English
Pages (from-to)	580-584
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	44
Issue number	4
DOIs	https://doi.org/10.1002/anie.200462264
Publication status	Published - 14 Jan 2005

Keywords

Metathesis
Natural products
Templating effect
Total synthesis

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10.1002/anie.200462264

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abstract = "Orthogonal and modular templating is an effective basis for the preparation of the biologically active annonaceous acetogenin 10-hydroxyasimicin (1). The versatile tartrate-derived 2,3-butanediacetal building block together with a highly diastereoselective hetero-Diels-Alder approach to the butenolide unit were usefully employed in this novel synthetic route.",

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AU - Dixon, Darren J.

AU - Ley, Steven V.

PY - 2005/1/14

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AB - Orthogonal and modular templating is an effective basis for the preparation of the biologically active annonaceous acetogenin 10-hydroxyasimicin (1). The versatile tartrate-derived 2,3-butanediacetal building block together with a highly diastereoselective hetero-Diels-Alder approach to the butenolide unit were usefully employed in this novel synthetic route.

KW - Metathesis

KW - Natural products

KW - Templating effect

KW - Total synthesis

U2 - 10.1002/anie.200462264

DO - 10.1002/anie.200462264

M3 - Article

SN - 1433-7851

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

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ER -

The total synthesis of the annonaceous acetogenin 10-hydroxyasimicin

Abstract

Keywords

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