Synthesis of the J ring segment of gambieric acid

Authors
Kadota, I Takamura, H Yamamoto, Y
Citation
I. Kadota et al., Synthesis of the J ring segment of gambieric acid, TETRAHEDR L, 42(21), 2001, pp. 3649-3651
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
21
Year of publication
2001
Pages
3649 - 3651
Database
ISI
SICI code
0040-4039(20010521)42:21<3649:SOTJRS>2.0.ZU;2-M
Abstract
The J ring segment 2 of gambieric acid was synthesized stereoselectively by the coupling between the cyclic ether component 3 and the alkenyl iodide 4 . The tetrahydropyran 3 was stereoselectively synthesized by the 6-endo-cyc lization of a hydroxyepoxide prepared from deoxy-D-ribose. The side chain m oiety 4 was prepared by the stereoselective hydrostannation of an internal alkyne. (C) 2001 Elsevier Science Ltd. All rights reserved.