✦ LIBER ✦

Studies directed toward the synthesis of lysocellin class polyether antibiotics. The asymmetric synthesis of the C1-C29 ferensimycin synthon

✍ Scribed by David A. Evans; Richard P. Polniaszek

Publisher: Elsevier Science
Year: 1986
Tongue: French
Weight: 252 KB
Volume: 27
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)85300-9

No coin nor oath required. For personal study only.

✦ Synopsis

The asymmetric synthesis of the Cl-Cy ferensimycin synthon 3 is described. The absolute stereochemrcal relationships in this target structure were established through chn-al enolate methodology. As part of an ongoing effort to develop asymmetric carbon-carbon bond-forming reactions in the context of acyclic stereocontrol, we have undertaken the asymmetric syntheses of ferensimycin B (1),3 one of the more challenging members of the lysocellin (2) family of polyether antrbrotics.4 Inspection of the structures of 1 and 2 reveals a close homology in both gross structures and stereochemical relation-

📜 SIMILAR VOLUMES

Studies directed toward the synthesis of

Studies directed toward the synthesis of (+)-mycotrienin I. Asymmetric synthesis of the C9N21 aromatic synthon

✍ James S. Panek; Michael Yang; Jason Solomon 📂 Article 📅 1995 🏛 Elsevier Science 🌐 French ⚖ 233 KB

Studies directed toward the total synthe

Studies directed toward the total synthesis of kabiramide C: Asymmetric synthesis of the C1–C19 fragment

✍ Ping Liu; James S Panek 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 190 KB

An efficient synthesis of the CI-C6 aliphatic fragment 3 and its coupling to the C7-C19 fi'agment 4 of kabiramide C is described. Key transformations include a TiCI 4 promoted condensation

ChemInform Abstract: Studies Directed To

ChemInform Abstract: Studies Directed Toward the Total Synthesis of Kabiramide C: Asymmetric Synthesis of the C1—C19 Fragment.

✍ P. LIU; J. S. PANEK 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 2 views

Studies directed toward the total synthe

Studies directed toward the total synthesis of kabiramide C: Asymmetric synthesis of the C7–C19 fragment

✍ Ping Liu; James S. Panek 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 221 KB

The synthesis of the C7-CI9 tris-oxazole li-agmenl 4 of kabiramide C via a BF~°OEt\_~ promoted condensation between dimethyl acetal 12 and (S)-silane 6 as the crucial synthetic step is described.

Studies directed toward the synthesis of

Studies directed toward the synthesis of rhizopodin: stereoselective synthesis of the C1–C15 fragment

✍ Tushar Kanti Chakraborty; Kiran Kumar Pulukuri; Midde Sreekanth 📂 Article 📅 2010 🏛 Elsevier Science 🌐 French ⚖ 349 KB

Total synthesis of the ionophore antibio

Total synthesis of the ionophore antibiotic ionomycin. Asymmetric synthesis of the C1-C10 and C11-C16 synthons

✍ David A. Evans; Robert L. Dow 📂 Article 📅 1986 🏛 Elsevier Science 🌐 French ⚖ 214 KB

Asymmetric synthesis of the synthons 1 and 3 are described. Absolute stereochemical reiationships in these intermediates have been established via chiral enolate and directed hydrogenation processes. From the standpoint of chemical synthesis, the polyether antibiotics present a formidable chal-