Model studies toward the synthesis of the bioactive diterpenoid, harringtonolide

Timothy P. O'Sullivan; Hongbin Zhang; Lewis N. Mander

doi:10.1039/b707467k

Model studies toward the synthesis of the bioactive diterpenoid, harringtonolide

Timothy P. O'Sullivan^*, Hongbin Zhang, Lewis N. Mander

^*Corresponding author for this work

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

41 Citations (Scopus)

Abstract

In model studies towards the synthesis of harringtonolide, the construction of the tropone moiety via arene cyclopropanation was investigated. The installation of the lactone ring was accomplished by way of a Diels-Alder cycloaddition of various indenones and α-pyones. The incorporation of the key bridge methyl group and subsequent control of its stereochemistry is also outlined.

Original language	English
Pages (from-to)	2627-2635
Number of pages	9
Journal	Organic and Biomolecular Chemistry
Volume	5
Issue number	16
DOIs	https://doi.org/10.1039/b707467k
Publication status	Published - 2007

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title = "Model studies toward the synthesis of the bioactive diterpenoid, harringtonolide",

abstract = "In model studies towards the synthesis of harringtonolide, the construction of the tropone moiety via arene cyclopropanation was investigated. The installation of the lactone ring was accomplished by way of a Diels-Alder cycloaddition of various indenones and α-pyones. The incorporation of the key bridge methyl group and subsequent control of its stereochemistry is also outlined.",

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AB - In model studies towards the synthesis of harringtonolide, the construction of the tropone moiety via arene cyclopropanation was investigated. The installation of the lactone ring was accomplished by way of a Diels-Alder cycloaddition of various indenones and α-pyones. The incorporation of the key bridge methyl group and subsequent control of its stereochemistry is also outlined.

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Model studies toward the synthesis of the bioactive diterpenoid, harringtonolide

Abstract

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