𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Convergent synthesis of the C31C46 domain of the phorboxazole natural products

✍ Scribed by Feryan Ahmed; Craig J Forsyth


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

No coin nor oath required. For personal study only.

✦ Synopsis


A convergent synthesis of the C31-C46 domain of the phorboxazole natural products has been developed. This involved the preparation of a C39-C46 dienyl iodide and a C31-C37 aldehyde, followed by their Cl('12-mediatcd coupling and final installation of the C46 (E)-vinyl bromide via an alkyne hydrostannation-bromination sequence.


📜 SIMILAR VOLUMES


ChemInform Abstract: Convergent Synthesi
✍ F. AHMED; C. J. FORSYTH 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

Convergent Synthesis of the C31-C46 Domain of the Phorboxazole Natural Products. -The synthetic fragment (V) representing the C31-C46 domain of the phorboxazole natural products is prepared in 15 steps. Key-step is the CrCl 2 /NiCl 2 mediated coupling of the aldehyde (I) with the dienyl iodide (II)

Synthetic studies towards phorboxazole A
✍ Gerald Pattenden; Alleyn T Plowright; James A Tornos; Tao Ye 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 230 KB

A convergent and stereoselective synthesis of the C31-C46 side chain unit in the marine natural product phorboxazole A, which accommodates five asymmetric centres, three carbon-to-carbon double bonds and an oxane-hemiacetal unit, is described.

The macrocyclic domain of phorboxazole A
✍ David R Williams; Michael P Clark 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 192 KB

A stereoselective synthesis of the C1~232 macrocyclic domain of phorboxazole A is described. Key steps have examined the convergent linkage of two major components for the formation of the CI9--C20 (E)-alkene, and the subsequent intramolecular (Z)olefination at C2-C 3 for ring closure of the macrocy

Stereoselective synthesis of the C21C27
✍ Bo Liu; Wei-Shan Zhou 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 120 KB

A stereoselective synthesis of the C21 C27 fragment of phorboxazoles A and B was achieved in 12 linear steps via an intramolecular cyclization induced by mercury acetate, to afford a functionalized tetrahydropyran.