Synthetic studies toward Phorboxazole A. Stereoselective synthesis of the C-3-C-19 and C-20-C-32 subunits

Authors
Williams, DR Clark, MP Berliner, MA
Citation
Dr. Williams et al., Synthetic studies toward Phorboxazole A. Stereoselective synthesis of the C-3-C-19 and C-20-C-32 subunits, TETRAHEDR L, 40(12), 1999, pp. 2287-2290
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
12
Year of publication
1999
Pages
2287 - 2290
Database
ISI
SICI code
0040-4039(19990319)40:12<2287:SSTPAS>2.0.ZU;2-4
Abstract
A stereocontrolled synthesis of two fragments comprising the macrocyclic co re of Phorboxazole A is described. The C-3-C-19 bis-pyran segment is prepar ed utilizing reiterative enantioselective allylations from homochiral allyl stannanes followed by stereoselective cyclizations. The pentasubstituted te trahydropyran of the C-20-C-32 fragment is prepared via an intramolecular s tereoselective cationic cyclization of a methoxymethyl ether derivative. (C ) 1999 Elsevier Science Ltd. All rights reserved.