✦ LIBER ✦

Synthetic studies on the immunosuppressive agent FK-506: Enantioselective synthesis of a C22C34 fragment

✍ Scribed by Robert K. Baker; Kathleen M. Rupprecht; David M. Armistead; Joshua Boger; Robert A. Frankshun; Paul J. Hodges; Karst Hoogsteen; Judith M. Pissano; Bruce E. Witzel

Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 257 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)10532-9

No coin nor oath required. For personal study only.

✦ Synopsis

The C28-C32 cyclohexyl group of the natural product, FK-506, was prepared enantioselectively from the iodolactor~ by replacement of iodide with retention of configuration. The C27-C28 trisubstituted olefin was introduced stereoselectively via a classical aldol/elimination sequence employing titanium enolate methodology. Elaboration of this chemistry has led to a synthesis of a C22-C34 fragment of the natural product.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthetic Studies o

ChemInform Abstract: Synthetic Studies on the Immunosuppressive Agent FK-506: Enantioselective Synthesis of a C22-C34 Fragment.

✍ R. K. BAKER; K. M. RUPPRECHT; D. M. ARMISTEAD; J. BOGER; R. A. FRANKSHUN; P. J. 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

Synthetic studies towards the immunosupp

Synthetic studies towards the immunosuppressant FK-506 synthesis of the C10C34 fragment

✍ Zhaoyin Wang 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 273 KB

The synthesis of the cyclohexyl moiety of FK-505 and its coupling reaction with the CIo-CZ6fragment to provide an advanced synthetic intermediate(Clo\_Cjq) are described,

Synthetic studies on the immunosuppressi

Synthetic studies on the immunosuppressive agent FK-506: Construction of the polycarbonyl region

✍ Kathleen M. Rupprecht; Robert K. Baker; Joshua Boger; Alita A. Davis; Paul J. Ho 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 263 KB

FK-506 synthetic studies. 3. An efficien

FK-506 synthetic studies. 3. An efficient asymmetric synthesis of the C(24)–C(34) fragment of FK-506, FR-900520, and FR-900523

✍ Amos B. Smith III; Karl J. Hale; Leif M. Laakso; Kwunmin Chen; Antoni Riéra 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 276 KB

Studies directed towards the synthesis o

Studies directed towards the synthesis of immunosuppressive agent FK 506 : Synthesis of C-20 to C-27 moiety

✍ AV Rama Rao; T.K. Chakraborty; AV Purandare 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 202 KB

ChemInform Abstract: Synthetic Studies o

ChemInform Abstract: Synthetic Studies on the Immunosuppressive Agent FK-506: Construction of the Polycarbonyl Region.

✍ K. M. RUPPRECHT; R. K. BAKER; J. BOGER; A. A. DAVIS; P. J. HODGES; J. F. KINNEAR 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views