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Studies directed towards the total synthesis of the antibiotic macrodiolide tartrolon: EPC synthesis of the protected seco acid

โœ Scribed by Johann Mulzer; Markus Berger

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
231 KB
Volume
39
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

An efficient synthesis of the protected seco acid 2 of the antibiotic macrodiolide tartrolon 1 is described. Key steps are a substrate controlled aldol-reaction, a Johnson-Claisen rearrangement, and a Horner-Wadsworth-Emmons olefination with subsequent Corey-Bakshi-Shibata (CBS) reduction.

๐Ÿ“œ SIMILAR VOLUMES

Studies directed towards the total synth
Studies directed towards the total synthesis of the ionophore antibiotic A-23187
โœ D.A. Evans; C.E. Sacks; R.A. Whitney; N.G. Mandel ๐Ÿ“‚ Article ๐Ÿ“… 1978 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 246 KB

The carboxylic acid antibiotic A-23187 (A) is a divalent cation ionophore which has been isolated from cultures of Streptomyces chartreusensis.' The structure and proposed absolute configuration2 have shown it to be one of a limited group of natural products, including oligomycin B3 and aplysiatoxin