Helical phenanthrenes, Part 5. Synthesis of pentahelicene-7,8-dione via intramolecular benzoin condensation

Authors
Modler-Spreitzer, A Fritsch, R Mannschreck, A
Citation
A. Modler-spreitzer et al., Helical phenanthrenes, Part 5. Synthesis of pentahelicene-7,8-dione via intramolecular benzoin condensation, COLL CZECH, 65(4), 2000, pp. 555-560
Citations number
16
Categorie Soggetti
Chemistry
Journal title
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS
ISSN journal
00100765 → ACNP
Volume
65
Issue
4
Year of publication
2000
Pages
555 - 560
Database
ISI
SICI code
0010-0765(200004)65:4<555:HPP5SO>2.0.ZU;2-W
Abstract
The intramolecular benzoin condensation of [1,1'-binaphthyl]-2,2'-dicarbald ehyde (5), followed by oxidation with air, provides a new synthesis of (MP) -pentahelicene-7,8-dione (1). With reference to the original preparation of this quinone via acyloin condensation, its present yield (73% for the ring -closing step) is considerably increased.