Rapid and Enantioselective Assembly of the Lycorine Framework Using Chemoenzymatic Techniques

Date

2009

Authors

Jones, Matthew
Schwartz, Brett
Willis, Anthony
Banwell, Martin

Journal Title

Journal ISSN

Volume Title

Publisher

American Chemical Society

Abstract

The pentacyclic framework associated with the alkaloid (-)-lycorine (1) can be assembled in as few as six steps from the enantiomerically pure cis-1,2-dihydrocatechol 3 which is itself readily available on a large scale through the whole-cell biotransformation of bromobenzene. The methodology has been used in developing the first synthesis of compound 2, a derivative of lycorine.

Description

Keywords

Keywords: Amaryllidaceae alkaloid; bromobenzene; enzyme; lycorine; nitrobenzoic acid derivative; phenanthridine derivative; article; chemistry; metabolism; synthesis; X ray crystallography; Amaryllidaceae Alkaloids; Bromobenzenes; Crystallography, X-Ray; Enzymes; N

Citation

Source

Organic Letters

Type

Journal article

Book Title

Entity type

Access Statement

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2037-12-31