Easy synthesis of functionalized hetero[7]helicenes

Citation
Sd. Dreher et al., Easy synthesis of functionalized hetero[7]helicenes, J ORG CHEM, 64(10), 1999, pp. 3671-3678
Citations number
51
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
64
Issue
10
Year of publication
1999
Pages
3671 - 3678
Database
ISI
SICI code
0022-3263(19990514)64:10<3671:ESOFH>2.0.ZU;2-7
Abstract
Hetero[7]helicenebisquinones can be synthesized easily on a multigram scale by combining the silyl enol ethers of 3,6-diacetyldibenzofuran, 3,6-diacet yldibenzothiophene, and 3,6-diacetylcarbazole with p-benzoquinone. They can be resolved into their enantiomers by a procedure that had previously been used to resolve carbohelicenebisquinones. Their absolute configurations ar e assigned.