Syntheses of Dimethyl (1S,2R)-3-Bromocyclohexa-3,5-diene-1,2-dicarboxylate and Its Enantiomer

Date

2019-12-24

Authors

Blüchel, Christian
Mikusek, Jiri
Willis, Anthony
Gardiner, Michael
Banwell, Martin

Journal Title

Journal ISSN

Volume Title

Publisher

American Chemical Society

Abstract

The title compounds, (-)-2 and (+)-2, representing potentially valuable building blocks for chemical synthesis, have each been prepared from cyclopentanone in eight steps. The pivotal one involves a resolution, through the quinine- or quinidine-promoted methanolysis of the cyclic anhydride (±)-10, leading to chromatographically separable pairs of enantiomerically pure forms of regioisomeric methyl half esters.

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Citation

Source

The Journal of organic chemistry

Type

Journal article

Book Title

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Access Statement

Open Access

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