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Enantioselective synthesis of the larger fragment of pamamycin-607

✍ Scribed by Heiko Bernsmann; Margit Gruner; Peter Metz

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
109 KB
Volume
41
Category
Article
ISSN
0040-4039

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A shortcut to the smaller fragment of pa
A shortcut to the smaller fragment of pamamycin-607
✍ Heiko Bernsmann; Margit Gruner; Roland FrΓΆhlich; Peter Metz πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 96 KB

Starting from a key intermediate for the synthesis of the larger hydroxy acid constituent of pamamycin-607 (1), an efficient three-step route to the methyl ester of the smaller fragment of 1 involving a Yamaguchi lactonization with concomitant C(2) epimerization was developed. Alternatively, the met

Toward the synthesis of pamamycin-607
Toward the synthesis of pamamycin-607
✍ Heiko Bernsmann; Benno Hungerhoff; Regina Fechner; Roland FrΓΆhlich; Peter Metz πŸ“‚ Article πŸ“… 2000 πŸ› Elsevier Science 🌐 French βš– 122 KB

Using sultone chemistry, a short and highly enantioselective synthesis of an advanced precursor for the larger hydroxy acid moiety and of the complete smaller hydroxy acid portion of the macrodiolide antibiotic pamamycin-607 has been accomplished.

Total Synthesis of (+)-Pamamycin-607
Total Synthesis of (+)-Pamamycin-607
✍ Sung Ho Kang; Joon Won Jeong; Yu Sang Hwang; Sung Bae Lee πŸ“‚ Article πŸ“… 2002 πŸ› John Wiley and Sons 🌐 English βš– 103 KB πŸ‘ 1 views
Total Synthesis of (+)-Pamamycin-607
Total Synthesis of (+)-Pamamycin-607
✍ Sung Ho Kang; Joon Won Jeong; Yu Sang Hwang; Sung Bae Lee πŸ“‚ Article πŸ“… 2002 πŸ› John Wiley and Sons 🌐 English βš– 103 KB πŸ‘ 1 views
Total synthesis of pamamycin-607
Total synthesis of pamamycin-607
✍ Yuzhou Wang; Heiko Bernsmann; Margit Gruner; Peter Metz πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 74 KB

The macrodiolide antibiotic pamamycin-607 has been synthesized by coupling of the two hydroxy acid constituents using the Yamaguchi method. While the final lactonization with formation of the ester linkage between C(1) and the C(8%) oxygen proceeded with complete C(2) epimerization, the alternative