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Stereochemical studies of the skipped-polyol polyene macrolide class: NMR studies of a tetraformylal derivative of mycoticin A and B.

✍ Scribed by Stuart L. Schreiber; Mark T. Goulet; Tarek Sammakia

Book ID: 104228142
Publisher: Elsevier Science
Year: 1987
Tongue: French
Weight: 274 KB
Volume: 28
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)96848-5

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✦ Synopsis

The tetraformylal derivative of mycoticin A and B 2 has been prepared in high yield from the natural products 1. 2-D COSY NMR and NOEDS experiments allow assignment of all nonequivalent hydrogens in 2. NOE difference experiments shed light on the relative stereochemistry and conformation of the skipped-polyol portion of the macrolide ring. Importantly, an anti-configuration of the diol subunit at C3t-C33 has been revealed.

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