SYNTHESIS OF 5-EPI-ARIZONIN-B1 AND 5-EPI-ARIZONIN-C1

Citation
Ma. Brimble et Sj. Phythian, SYNTHESIS OF 5-EPI-ARIZONIN-B1 AND 5-EPI-ARIZONIN-C1, Tetrahedron letters, 34(36), 1993, pp. 5813-5814
Citations number
5
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
34
Issue
36
Year of publication
1993
Pages
5813 - 5814
Database
ISI
SICI code
0040-4039(1993)34:36<5813:SO5A5>2.0.ZU;2-H
Abstract
The first synthesis of 5-epi-arizonin B1 (19) and 5-epi-arizonin C1 (1 8) is described in which the key step involves rearrangement of a furo [3,2-b]naphtho[2,1-d]furan (16) to a furo[3,2-b]naphtho[2,3-b]naphtho[ 2,3-d]pyran (17). Regioselective synthesis of naphthoquinone (15) was crucial to this synthetic strategy.