Total Synthesis of Antibiotic (-)-Oudemansin X Utilizing L-Quebrachitol as a Chiral Pool

DOI: 10.1246/cl.1992.687

Source and publish data:

Chemistry Letters p. 687 - 690 (1992)

Update date:2022-08-02

Topics: Asymmetric synthesis Column chromatography Yield NMR spectroscopy Stereochemistry Enantioselectivity Recrystallization Catalytic hydrogenation Total synthesis Mass spectrometry (MS) Optical rotation TLC (thin-layer chromatography) Protecting group Retrosynthetic analysis Reaction Monitoring Chiral Pool Antibiotic

Authors:

Chida, Noritaka

Yamada, Ken

Ogawa, Seiichiro

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Article abstract of DOI:10.1246/cl.1992.687

The stereoselective conversion of naturally occurring optically active cyclitol, L-quebrachitol (2), into antifungal (E)-β-methoxyacrylate, oudemansin X is described.This synthesis fully confirmed the proposed absolute configuration of the antibiotic and

Full text of DOI:10.1246/cl.1992.687

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