A Total Synthesis of the Antifungal Deoxyaminocyclitol Nabscessin B from l -(+)-Tartaric Acid

Date

2018

Authors

Ma, Xiang
Yan, Qiao
Banwell, Martin
Ward, Jas

Journal Title

Journal ISSN

Volume Title

Publisher

American Chemical Society

Abstract

Aminocyclitol 2, a recently isolated and notable antifungal agent, was prepared from homochiral γ-hydroxycyclohexenone 4, which is itself available in six steps from L-(+)-tartaric acid (3). The well-defined rigidifying effect arising from the 1,2-diacetal protecting group associated with compound 4 and its derivatives allows for high levels of regio- and stereo-chemical control in the manipulation of the cyclitol framework.

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Citation

Source

Organic Letters

Type

Journal article

Book Title

Entity type

Access Statement

Open Access

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