NAPHTHO-ANELLATED [5.6.5]FENESTRANE AND [6.5.5.5]FENESTRANE

Authors
SEIFERT M KUCK D
Citation
M. Seifert et D. Kuck, NAPHTHO-ANELLATED [5.6.5]FENESTRANE AND [6.5.5.5]FENESTRANE, Tetrahedron, 52(41), 1996, pp. 13167-13180
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
41
Year of publication
1996
Pages
13167 - 13180
Database
ISI
SICI code
0040-4020(1996)52:41<13167:N[A[>2.0.ZU;2-K
Abstract
The synthesis of several naphtho-anellated fenestrane derivatives 16 a nd 20-26 is described for the first time. Among these, a ''broken'' di benzo, (naphtho-d,e) [5.6.5]fenestrane, 9, and two isomeric benzo,di(n aphtho-a)[6.5.5.5]fenestrane ketones, 23 and 24, were obtained in good yields by using the two-fold cyclodehydration route via the correspon ding (spiro-) 1,3-indandiols. Attempts to prepare fenestranes that con tain more than one six-membered ring failed. Copyright (C) 1996 Elsevi er Science Ltd.