Biomimetic synthesis of the neolignans kadsurenone, denudatin B, O-methyl-liliflodione, and liliflol B

Authors
Horne, DA Yakushijin, K Buchi, G
Citation
Da. Horne et al., Biomimetic synthesis of the neolignans kadsurenone, denudatin B, O-methyl-liliflodione, and liliflol B, TETRAHEDR L, 40(30), 1999, pp. 5443-5447
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
30
Year of publication
1999
Pages
5443 - 5447
Database
ISI
SICI code
0040-4039(19990723)40:30<5443:BSOTNK>2.0.ZU;2-2
Abstract
Synthesis of (+/-)-kadsurenone (1), (+/-)-denudatin B (2), (+/-)-O-methyl-l iliflodione (3a), and (+/-)-liliflol B (14) is described. The key synthetic step is a biomimetic cationic cycloaddition between E- or Z-1,2-dimethoxy- 4-propenylbenzene (11) and ortho-quinone monoketal 10. (C) 1999 Elsevier Sc ience Ltd. All rights reserved.