The enantiocontrolled synthesis of a highly functionalized cyclohexenone related to the A-ring of the furanosteroid viridin

Alison D. Findlay; Antje Gebert; Ian A. Cade; Martin G. Banwell

doi:10.1071/CH09283

The enantiocontrolled synthesis of a highly functionalized cyclohexenone related to the A-ring of the furanosteroid viridin

Alison D. Findlay, Antje Gebert, Ian A. Cade, Martin G. Banwell

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

8 Citations (Scopus)

Abstract

A seven-step reaction sequence has been used to convert the enantiomerically pure cis-1,2-dihydrocatechol 10 into the cyclohexenone 17a. A near equivalent sequence involving the same starting material has allowed for the synthesis of the regioisomeric system 17b. Compound 17a is related to the A-ring of ent-viridin (ent-1), the non-natural enantiomer of the furanosteroid viridin (1).

Original language	English
Pages (from-to)	1173-1180
Number of pages	8
Journal	Australian Journal of Chemistry
Volume	62
Issue number	9
DOIs	https://doi.org/10.1071/CH09283
Publication status	Published - 2009

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abstract = "A seven-step reaction sequence has been used to convert the enantiomerically pure cis-1,2-dihydrocatechol 10 into the cyclohexenone 17a. A near equivalent sequence involving the same starting material has allowed for the synthesis of the regioisomeric system 17b. Compound 17a is related to the A-ring of ent-viridin (ent-1), the non-natural enantiomer of the furanosteroid viridin (1).",

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AU - Banwell, Martin G.

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AB - A seven-step reaction sequence has been used to convert the enantiomerically pure cis-1,2-dihydrocatechol 10 into the cyclohexenone 17a. A near equivalent sequence involving the same starting material has allowed for the synthesis of the regioisomeric system 17b. Compound 17a is related to the A-ring of ent-viridin (ent-1), the non-natural enantiomer of the furanosteroid viridin (1).

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DO - 10.1071/CH09283

M3 - Article

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JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

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The enantiocontrolled synthesis of a highly functionalized cyclohexenone related to the A-ring of the furanosteroid viridin

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