Synthesis of Axinohydantoins
- 10 May 2002
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 67 (13) , 4498-4500
- https://doi.org/10.1021/jo020063v
Abstract
A short synthesis of the hydantoin-containing marine sponge metabolites axinohydantoins is described. A key feature of the synthesis is a putative biomimetic, intramolecular cyclization of α-functionalized imidazolone 5, which affords the tricyclic pyrroloazepinone framework comprising 6. In addition, the conversion of imidazolones to α,β-unsaturated hydantoins is outlined and represents a new approach to these heterocyclic systems.Keywords
This publication has 5 references indexed in Scilit:
- Marine natural products (1999)Natural Product Reports, 2001
- Synthesis of Slagenins A, B, and COrganic Letters, 2000
- A Practical Synthesis of (Z)-DebromohymenialdisineThe Journal of Organic Chemistry, 1999
- Spongiacidins A−D, New Bromopyrrole Alkaloids from Hymeniacidon SpongeJournal of Natural Products, 1998
- Aplysianin-A, an antibacterial and antineoplastic glycoprotein in the albumen gland of a sea hare,Aplysia kurodaiCellular and Molecular Life Sciences, 1986